Syntheses in the piperidine series. I. A facile synthesis of 4-piperidinol and the preparation of related compounds was written by Bowden, K.;Green, P. N.. And the article was included in Journal of the Chemical Society in 1952.Recommanded Product: 4045-22-1 This article mentions the following:
(ClCH2)2CHOH (65 g.) and 54 g. NaCN in 60 ml. H2O, warmed 40 min. at 50-5° and kept overnight, give 6.3 g. ClCH2CH(OH)CH2CN and 23.3 g. (NCCH2)2CHOH (I). I (45 g.) in 400 ml. EtOH, hydrogenated over 10 g. Raney Ni at 50°/50 atm. (2 hrs.), gives 17.6 g. 4-piperidinol (II), b10 110-15°; chloroplatinate, m. 195° (decomposition) [Koenigs and Neumann, C.A. 9, 2254, gave 184-7° (decomposition)]; II and dilute H2SO4 give the sulfate, m. 272-4° (K. and N. gave 263-6°); with 4 mols. H2O, m. 66-8°. The EtOH-insoluble matter from II yields the dipicrate, yellow, m. 238° (decomposition), of (CH2)5(NH2)2. II (3 g.) in 10 g. 47% HBr, evaporated to dryness in vacuo, the residue in 10 ml. hot EtOH evaporated in vacuo, and the product refluxed 10 min. with 5 g. PBr3, gives 2.8 g. 4-bromopiperidinium bromide (III), m. 192-3° (decomposition); picrate, yellow, m. 162-3°; sulfate, m. 163-4°. III (2.45 g.) in 15 ml. H2O, added to 1.54 g. BzCl in 5 ml. C6H6, followed dropwise with 1.27 g. Na2CO3 in 12.7 ml. H2O at 5°, gives 2 g. 1-benzoyl-4-bromopiperidine, m. 67-9°. II (5 g.) in 6 ml. AcOMe, refluxed 78 hrs., gives 3 g. 1-acetyl-4-piperidinol (IV), m. 66-7°; 2.5 g. II, 1.5 AcONH2, and 5 g. cyclohexanol, refluxed 6 hrs., give 1.5 g. IV. (ClCH2CH2)2CO (4.65 g.) in 30 ml. absolute EtOH, treated dropwise (45 min.) with 6.3 g. Na2CO3 in 70 ml. H2O and simultaneously with MeNH2, and refluxed 1 hr., give 0.75 g. 4-methylpiperidone, b14 55-9°. II (5 g.) in 8 g. 90% HCO2H, treated with 5 g. 40% aqueous HCHO, heated 8 hrs. on the steam bath, treated the next day with 10 ml. concentrated HCl, and refluxed 5 min., gives 4.3 g. 1-methyl-4-piperidinol, b10 95-6° [methiodide, m. 327° (decomposition)]. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Recommanded Product: 4045-22-1).
1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Recommanded Product: 4045-22-1
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem