Shapiro, Seymour L.’s team published research in Journal of the American Chemical Society in 81 | CAS: 13444-24-1

Journal of the American Chemical Society published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C25H23NO4, Formula: C7H15NO.

Shapiro, Seymour L. published the artcile3-Oxypiperidine derivatives, Formula: C7H15NO, the publication is Journal of the American Chemical Society (1959), 5146-9, database is CAplus.

cf. preceding abstract. The 3-oxypyridyl betaines and bis(3-oxypyridyl) betaines described in the preceding abstract hydrogenated over Rh-C yield the corresponding N-substituted-3-hydroxypiperidines and N,N’-bis(3-hydroxypiperidines), resp. These compounds, their ethers, and quaternary salts were examined for pharmacol. activity. N-(p-Chlorobenzyl)-3-oxypyridyl betaine-HCl (38.4 g.) in 250 cc. MeOH hydrogenated, 4 hrs. at 20° and 50 lb. initial pressure over 2 g. Rh-C, filtered, diluted with 300 cc. Et2O, and the precipitate filtered off, the filtrate concentrated to 125 cc. and diluted with 260 cc. Et2O, the precipitate filtered off, and the combined product (32.5 g.) recrystallized from MeOH-EtOAc yielded N-(p-chlorobenzyl)-3-hydroxypiperidine-HCl, m. 210-12°. Similarly were prepared the following compounds (m.p., % yield, and reduction time in hrs. given): 1-ethyl-3-hydroxypiperidine-HBr, 144-6° (EtOAc-Et2O), 81, 1.75 [picrate, m. 81-3° (EtOAc-Et2O)]; 1-benzyl-3-hydroxypiperidine-HCl, 167-70° (EtOH-EtOAc), 53, 4.5; 1-(2-dimethylaminoethyl)-3-hydroxypiperidine-2HCl, 267 8° (MeOH), 60, 1.5; 1-(3-dimethylaminopropyl)-3-hydroxypiperidine-2HCl (I), 222-6° (MeOH-EtOAc), 48. N-(5-Cyanopentyl)-3-oxypyridylbetaine-HCl (10.9 g.) in 200 cc. MeOH hydrogenated 9 hrs. over 2 g. Rh-C and filtered, the residue washed with 150 cc. H2O, the MeOH removed from the combined filtrates, the aqueous residue basified with 6N NaOH, and the product isolated with CHCl3 yielded 24% N-(6-aminohexyl)-3-hydroxypiperidine, b0.08 110-12°, and 12% bis-[6-(3-hydroxypiperidino)hexyl]amine, b0.2220-30°. 1-Phenacyl-3-oxypyridylbetaine-HCl(II)(40.8 g.) in 250 cc. MeOH hydrogenated over 2 g. Rh-C and worked up in the usual manner gave 5.0 g. distillate, b0.09 90-5°, which deposited 0.4 g. 1-(2-phenethyl)-3-hydroxy-piperidine, m. 66-8° (hexane), and 22 g. 1-(2-hydroxy-2-phenylethyl)-3-hydroxypiperidine, b0.05 140-50°. The p-Br derivative of II hydrogenated in the usual manner 16 hrs. yielded 8% 1-[2-(p-bromophenyl)-2-hydroxyethyl]-3-hydroxypiperidine (III), b0.2 125-40°. The p-Cl derivative of II yielded similarly 6% p-Cl analog of III, m. 104-6° (heptane), and the p-Ph derivative of II gave 18% p-Ph (IIIa) analog of III, b0.05 196-206°. The appropriate betaine hydrohalide (0.1 mole) in 250 cc. MeOH hydrogenated over 2 g. Rh-C gave the corresponding bis(3-hydroxypiperidino)alkane (m.p. or b.p./mm., % yield, and hydrogenation time in hrs. given): 1,3-bis(3-hydroxypiperidino)propane (IV), 146-51°/0.07, 50, 4, [dimethiodide m. 245-7° (EtOH)]; 1,4-butane analog (V) of IV, 108-10° (heptane), 60, 1, [V.2HCl, m. 263-5° (MeOH-EtOAc), 56%; V.2HBr, m. 261-5° (MeOH-EtOAc), 40%; V.2MeI, m. 235-7° (MeOH-EtOAc), 48%]; 1,5-pentane analog (VI) of IV, 176-80°/0.3, -, 6, (VI.2HBr, m. 173-5° (EtOH-EtOAc), 61%; VI.2MeI, m. 257-8° (EtOH), 73%); 1,6-hexane analog (VII) of IV, 91-3° (hexane), -, 5, [VII.2HBr, m. 219-21° (MeOH-EtOAc), 82%; VII.2MeI, m. 182-4° (EtOH), 71]; 1,4(1,4-dimethylbutane) analog, 162-8°/0.05, 59, 1.5; 1,10decane analog (VIII) of IV, 79-81° (pentane), -, 2, [VIII.-2HBr, 189-93° (MeOH-EtOAc), 33%; VIII.2MeI, m. 16575°]; p-CH2C6H4CH2 analog (IX) of IV, 140-3° (heptane), -, 7, [IX.2HCl, 309-10° (aqueous EtOH), 35%]. IV (3.9 g.) in 20 cc. C5H5N treated dropwise with stirring with 7.4 g. iso-PrCOCl during 0.5 hr., kept 20 hrs., and filtered, the residue dissolved in 15 cc. H2O and 60 cc. Et2O, the mixture adjusted to pH 8 with N NaOH and shaken, the aqueous phase extracted with 50 cc. Et2O, and the combined Et2O solutions worked up yielded 3.06 g. 1,3-bis(3-isobutyroxypiperidino)propane (X), b0.03 156-8°. X (1.2 g.) in 8 cc. MeCN treated with 5 cc. p-MeC6H4SO3Me, kept 10 days, and filtered yielded 0.2 g. X.2p-MeC6H4SO3Me, m. 216-18° (MeOH). IV (10.5 g.) in 90 cc. PhMe treated at 50° with 2.54 g. NaH, refluxed 2 hrs. with stirring, the free base from 20.9 g. Me2N-(CH2)2Cl.HCl in PhMe added, the mixture refluxed 20 hrs., cooled, and centrifuged, the supernatant decanted and evaporated, and the residue distilled yielded 7.86 g. 1,3-bis[3-(2-dimethylaminoethoxy)piperidino] propane, b0.155 160-5°. VI.HBr (4.7 g.) in 49 cc. Ac2O kept 6 days at 20°, the excess Ac2O removed, the residue dissolved in 30 cc. Et2O, the solution diluted with 15 cc. H2O, adjusted with shaking with N NaOH to pH 8, the aqueous layer extracted with 25 cc. Et2O, and the combined Et2O solutions worked up yielded 1,5-bis(3-acetoxypiperidino)pentane (XI), b0.05 158-64°. XI (177 mg.) in 5 cc. hexane treated with 1 cc. of a solution of 1.2 g. MeI in 10 cc. hexane, kept 4 days in the dark, and centrifuged, and the precipitate triturated with hexane gave XI.2MeI, hygroscopic, m. 108-13°. VIII (7.6 g.) in 100 cc. PhMe treated at 50° with 1.2 g. NaH, refluxed 2 hrs. with stirring, cooled, treated with 7.2 g. EtI, refluxed 3 hrs. with stirring, filtered, and distilled yielded 44% 1,10-bis(3-ethoxypiperidino)decane (XII), b0.2 180-8°. N,N’-Tetramethylenebis(3oxypyridyl) betaine-2HCl (15.85 g.) in 250 cc. EtOH hydrogenated 9 hrs. over 0.5 g. PtO2 and worked up in the usual manner yielded 4.5 g. 1,4-bis(piperidino)butane, b0.05 114-20°, m. 107-10°; dipicrate, m. 189-90° (H2O). N,N'(1,4-Buta-2-enylene)bis(3-oxypyridyl)betaine-2HBr hydrogenated 27 hrs. in the usual manner over PtO2 and worked up gave 27 g. V, m. 108-12° (heptane). By the general procedures were prepared the following compounds XIII (R, Y, m.p./or b.p./mm., and % yield given): Ac, (CH2)3, 138-40°/0.05, 45; EtCO, (CH2)3 (XIV), 146-51°/0.03, 48; PrCO, (CH2)3, 156-62°/0.05, 57; Et, (CH2)3, 124°/0.02, 23; Ac, (CH2)4, 150-2°/0.02, 49; EtCO, (CH2)4 di-HCl salt, 270-5° (EtOH-hexane), 37; PrCO, (CH2)4, 170-4°/0.02, 58; iso-PrCO, (CH2)4, 156-62°/0.02, 34; Et, (CH2)4 (XV), 139-46°/0.1, 35; Me2N(CH2)2, (CH2)4 (XVI), 148-65°/0.03, 21 [XVI.4MeI, m. 158-60° (EtOAc), 42%]; EtCO, (CH2)5 (XVII), 168-72°/0.04, 60; PrCO, (CH2)5 (XVIII), 177-84°/0.03, 550 iso-PrCO, (CH2)5, 178-88°/0.04, 50; Et, (CH2)5 (XIX), 140-50°/0.01, 34; Me2N(CH2)2, (CH2)5, 168-75°/0.1, 34 [tetramethiodide, m. 250-4° (aqueous EtOH), 34%]; Ac, (CH2)6, 67-9° (aqueous Me2CO), 8; EtCO, (CH2)6, 176-82°/0.03, 53; PrCO, 188-90°/0.03, 56; iso-PrCO, 180-5°/0.02, 88; p-O2NC6H4CO, (CH2)6 dipicrate, 224-5° (BuOH), -; Et, (CH2)6 (XX), 150-8°/0.08, 29; Me2NCH2CH2, (CH2)6 (XXI), 186-90°/0.16, 16 [XII.4MeI, m. 258-61° (MeOH-EtOAc), 20%]; Ac, CHMe(CH2)2CHMe (XXII), 158-62°/0.03, 81; Ac, (CH2)10, 76-8° (aqueous MeOH), 24; EtCO, (CH2)10 (XXIII), 196-204°/0.03, 64; PrCO, (CH2)10 (XXIV), 208-10°/0.08, 28 [XXIV.2p-MeC6H4SO3Me, m. 125-7° (BuOH), 6%]; iso-PrCO, (CH2)10 (XXV), 198-208°/0.02, 34. Potentiated adrenaline activity was shown by I, IIIa, XIV, V.2HCl, XV, VI.2HBr, VI.2MeI, VII.2MeI, VIII.2HBr, moderate ganglionic blocking action by XVIII, partial block by IIIa, V.HCl, and XVI, adrenergic blocking effect by XXI and VIII.2HBr, and slight, lasting hypotensive effect by IIIa, V.HCl, XVI, and XIX. IIIa, LDmin. 750 mg./kg. subcutaneously, at 20 mg./kg. reduced the motor activity of rats 43%. XXI.4MeI showed depression of motor activity. Antiinflammatory activity of 17 units/g. was obtained with XII; XX, XXII, VI.2HBr, IV.2MeI, XV, XI, XVII, XIX showed lesser effectiveness. Curare-like effects (about 10% of the activity of decamethonium) were noted with XXI, XXIII, XXIV, XXV, and XII.

Journal of the American Chemical Society published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C25H23NO4, Formula: C7H15NO.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

 

Mikhlina, E. E.’s team published research in Zhurnal Obshchei Khimii in 30 | CAS: 13444-24-1

Zhurnal Obshchei Khimii published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Related Products of piperidines.

Mikhlina, E. E. published the artcileSynthesis of 3- and 4-hydroxypiperidine derivatives, Related Products of piperidines, the publication is Zhurnal Obshchei Khimii (1960), 1885-93, database is CAplus.

cf. CA 54, 22632h. Refluxing 1-ethyl-3-hydroxypiperidine with p-ClC6H4COCl in C6H6 gave 62.5% 1-ethyl-3-(p-chlorobenzoxy)piperidine-HCl, m. 185-7°. Similarly were prepared 68-93% yields of HCl salts of the corresponding: acetate, m. 179-81°; propionate, m. 174-5°; p-nitrobenzoate, m. 175-7°; phenoxyacetate, m. 160-2°; and cinnamate, m. 164-6°. 4-Piperidone-HCl with NaBH4 in EtOH with ice cooling gave in 20 h. 61% 4-hydroxypiperidine, b13 106°. Similarly was prepared 83.5% 1-methyl-4-hydroxypiperidine, b12 94°, and 84.5% 1-ethyl-4-hydroxypiperidine, b5 91°. 1-Ethyl-3-hydroxypiperidine with CH2:CHCN in dioxane-MeOH in the presence of 30% KOH in MeOH gave in 4 h. at 65° 80.2% 1-ethyl-3-(2-cyanoethoxy)piperidine (I), b3 125-6°. Similarly were prepared 80% 1-methyl-4-(2-cyanoethoxy)piperidine, b7 125-6°, n17D 1.4668, and 1-Et analog, b4 122°. I and dry HCl in refluxing EtOH 4 h. gave 66.6% 1-ethyl-3-(2-carbethoxyethoxy)piperidine (II), b3 120-1°, n17D 1.4589, also formed by the use of EtOH-H2SO4 in 18 h. at reflux. Similarly were prepared 48% 1-methyl-4-(2-carbethoxyethoxy)piperidine, b2 102°, n18D 1.4558, and 66% 1-ethyl-4-(2-carbethoxyethoxy)piperidine, b4 113°. II with LiAlH4 in Et2O gave 86.8% 1-ethyl-3-(γ-hydroxypropoxy)piperidine (III), b3 116-18°, n17D 1.4749. Similarly were prepared 76.3% 1-methyl-4-(γ-hydroxypropyl)piperidine, b4 114-16°, n17D 1.4741, and 88% 1-Et analog, b5 125°, n24D 1.4713. III treated with EtOH-HCl, evaporated, and treated with SOCl2 in MePh gave after aqueous treatment 1-ethyl-3-(γ-chloropropoxy)piperidine, which refluxed 6 h. with thiourea in N HCl then heated with aqueous NaOH 0.5 h. gave 71.4% 1-ethyl-3-(γ-mercaptopropoxy)piperidine, b8 132-3°. Similarly was prepared 71% 1-methyl-4-(γ-mercaptopropoxy)piperidine (IV), b0.7 100°, and 57.2% 1-ethyl-4-(γ-mercaptopropoxy)piperidine, b1 110°. III treated with SOCl2 in hot C6H6 3 h. at 65°, evaporated, and made alk. with K2CO3 gave crude 1-ethyl-3-(γ-chloropropoxy)piperidine, which treated with thiourea in aqueous EtOH 6 h. gave 43.2% bis[γ-(1-ethyl-3-piperidyloxy)propyl] sulfide, b0.5 202-7°. Heating 1-methyl-4-(γ-hydroxypropoxy)piperidine with AcCl in C6H6 6 h. gave 94% 1-methyl-4-(γ-acetoxypropoxy)piperidine, b3 111°; methiodide m. 77-9°. IV with BzCl in Et2O gave 91% 1-methyl-4-(γ-benzoylthiopropoxy)piperidine-HCl, m. 129.5-30°. Similarly were prepared the following 1-ethyl-3-(γ-acyloxypropoxy)piperidines (acyl group shown): propionate, b1 125-7°; benzoate, b1 190-2°; p-nitrobenzoate, b1 201-3°; and pyridylcarbonyl, b0.6 177-8°. Also reported was 1-ethyl-3-(γ-acetylthiopropoxy)piperidine, b0.75 135°. The following 1-alkyl-4-[γ-acyloxy(or acylthio)propoxy] piperidines were reported (alkyl and acyl groups shown, resp.): Me, benzoxy, b3 170-1° (HCl salt m. 120°); Me, p-nitrobenzoylthio (HCl salt m. 127-8°); Me, p-chlorobenzoylthio (HCl salt m. 127-31°; Me, acetylthio, b0.5 107-10°; Me, diphenylacetylthio (HCl salt m. 57-7.5°); Et, acetoxy, b0.5 97°; Et, benzoxy, b0.5 155-61°; Et, diphenylacetoxy, b0.7 203-5°; Et, acetylthio (HCl salt m. 68°); Et, benzoylthio (HCl salt m. 124-5°); Et, phenylacetylthio (HCl salt m. 95-7°); Et, diphenylacetylthio (HCl salt m. 103-7°); Bu, benzoylthio (HCl salt m. 115-18°); Bu, acetylthio (HCl salt m. 102-3°). Acrylonitrile with 4-hydroxypiperidine in the presence of KOH in MeOH-dioxane gave 74.5% 4-(2-cyanoethoxy)piperidine, b2 135°, n14D 1.4630, which with HCl-EtOH at reflux gave 65.5% 4-(2-carbethoxyethoxy)piperidine, b4 122°. This in pyridine treated with PrCOCl 4 h. at 65°, the crude product after aqueous treatment neutralized with K2CO3, extracted with C6H6, and reduced with LiAlH4 gave 56% 1-butyl-4-(γ-hydroxypropoxy)piperidine, b0.5 130-2°.

Zhurnal Obshchei Khimii published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

 

Bartmann, K.’s team published research in Beitraege zur Klinik der Tuberkulose und Spezifischen Tuberkulose-Forschung in 113 | CAS: 13444-24-1

Beitraege zur Klinik der Tuberkulose und Spezifischen Tuberkulose-Forschung published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Safety of 1-Ethylpiperidin-3-ol.

Bartmann, K. published the artcileCan the experimental guinea-pig tuberculosis be influenced by a Azorhodanid H depot treatment?, Safety of 1-Ethylpiperidin-3-ol, the publication is Beitraege zur Klinik der Tuberkulose und Spezifischen Tuberkulose-Forschung (1955), 75-8, database is CAplus.

Azorhodanid H in the dose used (weekly 30 mg. as suspension subcutaneously) barely influences the course of guinea-pig tuberculosis, while a lower but still optimal isoniazid treatment of the animals (5 mg./kg. for 4 weeks and further for 9.5 weeks twice weekly) practically completely prevented lymphogenous and hematogenous spread.

Beitraege zur Klinik der Tuberkulose und Spezifischen Tuberkulose-Forschung published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Safety of 1-Ethylpiperidin-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

 

Abdel-Ghaffar, S. A.’s team published research in Ultra Scientist of Physical Sciences in 11 | CAS: 13444-24-1

Ultra Scientist of Physical Sciences published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Quality Control of 13444-24-1.

Abdel-Ghaffar, S. A. published the artcileSynthesis and antimicrobial activity of some new benzenesulphonylglycine derivatives, Quality Control of 13444-24-1, the publication is Ultra Scientist of Physical Sciences (1999), 11(2), 115-121, database is CAplus.

Reaction of benzenesulfonylglycine with PCl5 yielded the acid chloride which was reacted with amines, sulfa drugs and alcs. to give amides and esters. Condensation of PhSO2NHCH2CONHNH2 with different aromatic aldehydes gave the Schiff’s bases. PhSO2NHCH2CON3 was prepared by the reaction of sodium azide with PhSO2NHCH2COCl. Heating PhSO2NHCH2CON3 in benzene, followed by condensation with amines or alcs. afforded urea and carbamate derivatives All the synthesized compound have been tested against a number of microorganisms. The amides possessed high activity against Bacillus subtilis, whereas the other compounds were inactive. The esters showed promising activity against several organisms.

Ultra Scientist of Physical Sciences published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Quality Control of 13444-24-1.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

 

Salama, J. Y.’s team published research in Muslim Scientist in 12 | CAS: 13444-24-1

Muslim Scientist published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, COA of Formula: C7H15NO.

Salama, J. Y. published the artcileSome piperidine derivatives of organophosphorus compounds, COA of Formula: C7H15NO, the publication is Muslim Scientist (1983), 12(1), 8-12, database is CAplus.

PhP(X)(OMe)OR (I; X = O, S; R = N-methyl- and N-ethyl-4-piperidinyl, N-methyl- and N-ethyl-3-piperidinyl) were prepared from PhP(X)(OMe)Cl and alkylhydroxypiperidines. I (X = S; R = N-methyl-3-piperidinyl) was active against harmful bacteria such as E. coli and B. subtilis.

Muslim Scientist published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, COA of Formula: C7H15NO.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

 

Doyle, F. P.’s team published research in Journal of Medicinal Chemistry in 8 | CAS: 13444-24-1

Journal of Medicinal Chemistry published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Safety of 1-Ethylpiperidin-3-ol.

Doyle, F. P. published the artcileChemistry and pharmacology of some esters derived from basic alcohols, Safety of 1-Ethylpiperidin-3-ol, the publication is Journal of Medicinal Chemistry (1965), 8(5), 571-6, database is CAplus.

The preparation of a number of α-alkoxy-α,α-diphenylacetates derived from open-chain basic alcs. is described. Some of these compounds possess antitussive activity comparable to that of codeine phosphate and of the same order as that of their analogs which contain pyrrolidine or piperidine rings. 2-Diethylamino-1-(α-methoxy-α,α-diphenylacetoxy)propane rearranged on heating to 1-diethylamino-2-(α-methoxy-α,α-diphenylacetoxy)propane.

Journal of Medicinal Chemistry published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Safety of 1-Ethylpiperidin-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

 

Van Luppen, J. J.’s team published research in Organic Magnetic Resonance in 18 | CAS: 13444-24-1

Organic Magnetic Resonance published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C19H17N2NaO4S, Product Details of C7H15NO.

Van Luppen, J. J. published the artcileNMR study on trapping techniques to deduce the conformations of 1-alkyl-3-hydroxypiperidines, Product Details of C7H15NO, the publication is Organic Magnetic Resonance (1982), 18(4), 199-206, database is CAplus.

The conformational equilibrium of the title compounds [I; R = H, Me, Et, Pr, Bu, CHMe2, CHMeEt, (CH2)4Me, CHMePr] was examined in hexane and H2O. The most reliable results were obtained by conformational trapping in D2SO4/D2O and anal. by 1H and 13C NMR. In an apolar solvent, the conformation with an axial group always predominates (69%). In aqueous acid solution of pH 5 the same conformation predominates (56%); in aqueous base of pH �1 the axial-OH conformer accounted for only 43% of the mols. The results were compared with those obtained by other methods, e.g. IR.

Organic Magnetic Resonance published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C19H17N2NaO4S, Product Details of C7H15NO.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

 

Bohlmann, Ferdinand’s team published research in Chemische Berichte in 97 | CAS: 13444-24-1

Chemische Berichte published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Recommanded Product: 1-Ethylpiperidin-3-ol.

Bohlmann, Ferdinand published the artcileLupine alkaloids. XXVII. The effect of amino groups on the rate of solvolysis of esters, Recommanded Product: 1-Ethylpiperidin-3-ol, the publication is Chemische Berichte (1964), 97(6), 1619-24, database is CAplus.

cf. CA 61, 31542. The rates of solvolysis of a series of aminoalkyl azobenzenecarboxylates were investigated. The equatorial esters were always solvolyzed faster than the axial ones. The strong acceleration of the reaction by more remotely located amino and lactam groups is noteworthy. The rates of the solvolysis were determined for the azobenzenecarboxylates of the following alcs. (m.p., of ester, k × 10-3 and k × 10-4 of the hydrolysis at 19° with 0.2 and 0.02N KOH, resp., in 3:2 dioxane- H2O, and k × 10-3 and k × 10-4 of the methanolysis at 19° with 0.2 and 0.02N NaOMe in MeOH given): Me2NCH2CH2OH, 72.5°, -, 5.25, -, 9.30; iso-AmOH, 63°, -, 0.80, -, 1.40; CHC(CH2)3OH, -, -, 1.78, -, -; 6-piperidino-4-hexyn-1-ol, 60, 1.45, 1.40, -, 4.65; 6-piperidinopentanol, -, -, 0.90, -, 1.90; I, 81, 1.71, 1.12, -, 0.65; II, 106°, 1.40, 0.9, -, 1.11; III, 153°, -, 9.0, -, -; cyclohexanol, -, 0.15, -, -, 0.17; 1-methyl-4-piperidinol, -, 0.90, -, -, 1.28; 1-ethyl-3piperidinol, 69.5°, 1.83, -, -, 2.30; trans-2-dimethylaminocyclohexanol, 69°, 0.14, -, -, 0.20; 3-piperidinocyclohexanol, 124°, 0.50, -, -, 0.98; 4-dimethylaminocyclohexanol, 95-6°, 0.48, -, -, 0.98; IV, 145°, 0.73, -, 1.00, -; V, 137°, 0.042, -, 0.05, -; VI, 63°, 0.14, -, 0.013, -; VII, 110°, 0.092, -, â‰?.005, -; VIII, -, 0.74 -, 2.3, -; IX, 147°, 0.12, -, 0.2, -; X, -, 0.58, -, 0.17, -; XI, -, 0.27, -, 0.37, -; XII, -, 0.52, -, 1.8, -; XIII, 125-6°, 2.81, -, 4.4, -; XIV, 142°, 0.67, -, 0.09, -; 13a-hydroxylupinane, -, -, 0.12, -; 13a-hydroxysparteine (XV), -, -, -, 0.11, -, 17-oxo derivative of XV, -, -, -, 0.88, -; 13e-hydroxy-α-isolupinane, -, -, -, 0.77, -; 13e-hydroxy-17-oxolupinane, -, -, -, 10.0, -, 13e-hydroxylupinane, -, -, -, 1.6, -; 13e-hydroxysparteine, -, -, -, 1.5, -.

Chemische Berichte published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Recommanded Product: 1-Ethylpiperidin-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem