Category: 768-66-1

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

[0071] To a cooled solution of 2,2,6,6-tetramethylrhoirhoeridine (15ml) in dry THF (100ml), 40ml of n-butyllithium was added drop wise over 10 minutes. The mixture was then cooled to -78C followed by addition of (lR,2S,5R)-2-isorhororhoyl-5-methylcyclohexyl) (1S,2S,5R)- 2-isopropyl-5-methylcyclohexyl succinate (15g) over 10 min and then 2.2 ml of bromochloromethane was added dropwise over a period of 10 min. The mixture was stirred for two hours and then 1.5 ml of isobutyraldehyde was added to quench the unreacted anion and the reaction mixture was then stirred for an additional 30 min. The reaction mixture was poured onto IN HCl and the reaction product was extracted with ether (3xl00ml), washed with brine and then dried. Column chromatography (18:l-hexane-ether) was used to give of (lR,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2- (lS,2S,5R)-2-isopropyl-5- methylcyclohexyl)-cyclopropane-l,2-dicarboxylate in 85% yield.

768-66-1, The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NEUROMED PHARMACEUTICALS LTD.; WO2008/43183; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 [0038] 95.4 g THF and 14.61 g (103 mmol) 2,2,6,6,-tetramethylpiperidine were placed in a 500-mL double-jacketed reactor. The temperature was set at 20 C. 6.82 g n-butyllithium concentrate (95.5%, 99 mmol) was metered in via a dosing pump over a period of 30 minutes. The jacket temperature of the reactor was regulated so that the internal temperature remained constant at 20 C. Stirring was then continued for an additional 10 minutes at 20 C. 14.14 g (104 mmol) solid zinc chloride was then added in two portions. Due to the strongly exothermic reaction, the reaction temperature quickly rose to 30 C. After the second addition of ZnCl2, stirring was continued for an additional 20 minutes at 20 C. [0039] The cloudy product solution was filtered through a filter until clear. The cloudy product solution was filtered through a filter until clear. [0040] Starting weight: 128.6 g [0041] Active base: 0.62 mmol/g TMP-ZnCl*LiCl [0042] Yield: 80.5% (relative to n-butyllithium used), 768-66-1

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; ROCKWOOD LITHIUM GMBH; Wietelmann, Ulrich; Rittmeyer, Peter; Lischka, Uwe; Murso, Alexander; Kiefer, Florian; US2014/194626; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

EXAMPLE 1 Preparation of (2,2,6,6-tetramethyl-piperidine) N-oxide (TEMPO) An organic solution consisting of 5 g of 2,2,6,6-tetramethylpiperidine (i.e. 0.0354 mol) dissolved in 20 ml of dichloromethane is prepared with stirring in a 100 ml round-bottomed flask fitted with 2 dropping funnels, a condenser, a pH-measuring probe and a stirrer. 20 ml of water are then added to this solution so as to have a two-phase system. Next, 10.8 g of a 40% solution of peracetic acid 4n acetic acid and aqueous 35% by weight K2CO3 solution are introduced (with stirring) slowly and simultaneously. The molar amount of peracetic acid introduced is 0.0568 mol, which corresponds to a peracetic acid/amine molar ratio of 1.6. The amount of aqueous K2CO3 solution is adjusted such that the pH of the aqueous phase of the two-phase medium is maintained at between 7.2 and 7.5 in the course of the addition. 20 minutes after the addition, the total disappearance of the amine and the formation of TEMPO are found by gas chromatography (GC). The reaction is stopped and K2CO3 solution is added so as to obtain a pH equal to 9, and the red-colored TEMPO is then extracted with CH2Cl2. Evaporation of the solvent gives 4.9 g of TEMPO with a melting point equal to 36 C. The purity of the TEMPO is checked by GC relative to a sample of pure product (purity greater than 99%) sold by the company Aldrich. Mass spectrum (m/e): 157 (M+1), 768-66-1

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Atofina; US6538141; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

768-66-1, (122-1) Under nitrogen atmosphere, a solution of 2,2,6,6-tetramethylpiperidine (1.87 g) in THF (30 mL) was cooled to -78C, and thereto was added dropwise a 1.5N solution of n-BuLi in n-hexane (8.85 mL), and the mixture was stirred at -78C for 5 minutes, and stirred at -30C for 5 minutes. Then, the mixture was cooled to -78C, and thereto was added dropwise a solution of 1-(phenylsulfonyl)pyrrole (2.50 g) in THF (20 mL). The mixture was stirred at -78C for 45 minutes, and thereto was added dropwise a solution of methyl telephthalaldehyde (2.38 g) in THF (20 mL), and the mixture was further stirred at -78C for 1.5 hour. To the mixture was added drowpise aqueous NH4Cl solution, and the mixture was warmed to room temperature. The mixture was extracted with ethyl acetate, and the organic layer was washed with a 2.5N aqueous hydrochloric acid solution and NaHCO3, and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (hexane/ethyl acetate = 4/1? 3/1) to give methyl 4-{hydroxy[1-(phenylsulfonyl)-1H-pyrrol-2-yl]methyl}benzoate (3.67 g, 82 %). 1H NMR (CDCl3, 400MHz) delta 7.94 (d, 2H, J=8.4Hz), 7.73 (d, 2H, J=8.4Hz), 7.63 (m, 1H), 7.49 (m, 2H), 7.34 (dd, 1H, J=3.3, 1.8Hz), 7.31 (d, 2H, J=8.4Hz), 6.21 (dd, 1H, J=3.3, 3.3Hz), 6.11 (d, 1H, J=4.6Hz), 5.77 (m, 1H), 3.92 (s, 3H), 3.33 (d, 1H, J=4.6Hz).

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1479384; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,768-66-1

2) Experimental Procedures and Analytical DataTypical Procedure 1: Preparation of the reagent TMPZnCl.LICl (2):A dry and argon flushed 250 mL Schlenk-flask, equipped with a magnetic stirrer and a septum, was charged with freshly 2,2,6,6-tetramethylpiperidine (10.22 mL, 60 mmol) dissolved in THF (60 mL). This solution was cooled to -40 C. and n-BuLi (2.4 M in hexane, 25 mL, 60 mmol) was dropwise added. After the addition was complete, the reaction mixture was allowed to warm up slowly to -10 C. for 1 h. ZnCl2 (1.0 M in THF, 66 mL, 66 mmol) was dropwise added and the resulting solution was stirred for 30 min at -10 C. and then for 30 min at 25 C. The solvents were then removed under vacuum affording a yellowish solid. Freshly distilled THF was then slowly added under vigorous stirring until the salts were completely dissolved. The freshly prepared TMPZnCl.LiCl (2) solution was titrated prior to use at 25 C. with benzoic acid using 4-(phenyiazo)diphenylamine as indicator. A concentration of 1.3 M in THF was obtained.Typical Procedure for the Zincation of Polyfunctionalized Aromatics and Heterocycles with TNIPZnCl.-LICl (TP 2):

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Knochel, Paul; Mosrin, Marc; US2011/288296; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

Example 4 The procedures were carried out in the same manner as in Example 2, except that a toluene (8 g) solution containing 0.60 g (4.3 mmol, 1 mol %) of 2,2,6,6-tetramethylpiperidine was added, dropwise, to phenyl sodium, which had been prepared by reacting 20.0 g (0.870 mol) of sodium dispersion and 48.0 g (0.426 mol) of chlorobenzene in 160 g of toluene, at room temperature, and then the reaction mixture was stirred for 1 hour, to give benzyltrimethylsilane, at the reaction yield of 99.0%.

768-66-1, As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; K· I Chemical Industry Co., Ltd.; US6024897; (2000); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1,768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 500 ml four-necked round bottom flask equipped with a mechanical stirrer, a reflux, a thermometer, a funnel and a septum are added 40 g of water, 10 g K2CO3 (99%; 7,24·10-2 mol), 5 g 2,2,6,6-tetramethylpiperidine (99%; 3,53·10-2 mol) and 50 g toluene. Then, a solution of 21,702 g of Oxone (Monopersulfate, DuPont Specialty Chemicals, USA) (3,53·10-2 mol) in 100 g water is slowly added to the 500 ml flask while stirring vigorously (with a slightly exothermic reaction) and the flask is placed in a water bath at room temperature. After the addition, the reaction medium is stirred at room temperature for 30 minutes, and the organic phase becomes progressively red due to the formation of 2,2,6,6-tetramethylpiperidine-1-oxide (TEMPO). Then, the reaction medium is heated at 40 C. for further 30 minutes. The reaction medium is then cooled at room temperature, the stirring is terminated and the water phase is removed from the reaction flask. The red organic phase is then degassed by bubbling argon for 10 minutes. 11,124 g FeSO4.7H2O (4·10-2 mol) are then slowly added under an argon atmosphere and while stirring vigorously. Then, a degassed mixture of 100 ml methanol and 36,7 g of styrene (3,53 10-1 mol) are added rapidly to the reaction flask and the temperature is increased to 40 C. Finally, a solution of 13,71 g hydrogen peroxide (35%; 0.1412 mol) in 15 g methanol is added slowly (dropwise) for 28 minutes while keeping the temperature between 30 and 40 C. (with an exothermic reaction). When the addition is complete, the reaction mixture is allowed to react while stirring vigorously by room temperature for 2 h 30 mins. [0108] The brown solution is then filtered and the residual styrene, hydrogen peroxide and methanol are then removed in vacuo at 50 C. To the viscous brown residue obtained is added 100 g of CH2Cl2 and 30 g of water, and then HCl is added until the pH is 3. The organic phase is then washed 2 times with an acidic solution (pH is 3) in order to remove the excess 2,2,6,6-tetramethylpiperidine. The organic phase is finally dried under MgSO4, filtered and dried in vacuo at 50 C. 2,79 g of a viscous light yellow oil is obtained.Synthesis of 1-phenyl-1-(2′,2′,6′,6′-tetramethyl-1′-piperidinyloxy)-2-hydroxyethane 1 using Oxone (potassium monopersulfate, DuPont Specialty Chemicals, USA) as the oxidizing agent: scale-up To a 6 l four-necked round bottom flask equipped with a mechanical stirrer, a reflux condenser a thermometer, a funnel and a septum are added 634 g of water, 158,42 g K2CO3 (99%; 1,146 mol), 79,21 g 2,2,6,6-tetramethylpiperidine (99%; 5,607·10-1 mol) and 792,1 g toluene. Then, a solution of 343,8 g of Oxone (Monopersulfate, DuPont Specialty Chemicals, USA) (5,59·10-1 mol) in 1584 g water is slowly added (over a period of 1 h 40 mins.) to the 6 l flask while stirring vigorously (slightly exothermic reaction) and the flask is placed in a water bath at room temperature. After the addition is complete, the reaction medium is stirred at room temperature for 30 minutes, and the organic phase becomes progressively red due to the formation of 2,2,6,6-tetramethylpiperidine-1-oxide (TEMPO). Then, the reaction medium is heated at 40 C. for a further 30 minutes. [0126] The reaction medium is then cooled at room temperature, the stirring is terminated and the water phase is removed from the reaction flask. The red organic phase is then degassed by bubbling argon for 10 minutes. 176,23 g FeSO4·7H2O (6,34·10-1 mol) are then slowly added in an argon atmosphere, while stirring vigorously. Then, a degassed mixture of 1584,2 g of methanol and 581,4 g of styrene (5,582 mol) is added rapidly to the reaction flask and the temperature is increased to 30 C. Finally, a solution of 217,19 g hydrogen peroxide (Merck, 35%; 2,235 mol) in 237,63 g methanol is slowly added (dropwise) for 5 h 40 minutes while keeping the temperature at between 30 and 40 C. When the addition is complete, the reaction mixture is allowed to react while stirring vigorously at room temperature for 15 h. [0127] The brown solution is then filtered and the residual styrene, hydrogen peroxide and methanol are then removed in vacuo at 50 C. To the viscous brown residue obtained is added 1500 g of CH2Cl2 and 475 g of water, and then HCl is added until the pH is 3. The organic phase is then washed twice with an acidic solution (pH=3) in order to remove the excess 2,2,6,6-tetramethylpiperidine. The organic phase is finally dried under MgSO4, filtered and dried in vacuo at 50 C. 121 g of a viscous light yellow oil is obtained. [0128] In order to remove polystyrene formed during the reaction (optional step), the product is dissolved in chloroform and then precipitated in methanol. After filtration, the methanol phase is dried in vacuo and this operation is repeated once to obtain 71,35 g of a slightly yellow oil. This oil contains 1 and very low molecular weight polystyrene. The alkoxyamine 1 may be purified by flash chromatography or by high vacuum dist…

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Detrembleur, Christophe; Gross, Thomas; Meyer, Rolf-Volker; US2003/236368; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a dry 100 mL flask, 2,2,6′,6′-tetra-methyl piperidine (0.56 g, 4 mmol) and 6 mL of THF was added and cooled to-78 C. Then n-BuLi (1.5 mL, 2.5M) was added rapidly, and the mixture of LiTMP was stirred for 3 hr., 768-66-1

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Cowart, Marlon D.; Ku, Yi-Yin; Chang, Sou-Jen; Fernando, Dilinie P.; Grieme, Timothy A.; Altenbach, Robert J.; US2004/248899; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

The 131 mg 2, 2, 6, 6 – tetramethyl hexahydro pyridine plus 1.5 ml anhydrous toluene, cooling to 0 C, dropwise 0.37 ml 2 . 5M BuLi, in canada finishes 0 C to 5 C stirring reaction 30min, then dropwise 1 ml 0 . 9MEt2AlCl (toluene) solution, in canada finishes 0 C to 5 C stirring reaction 40min, then the instillment contains 70 mg (0.232mmol) embodiment 6 compound of 1.5 ml of a toluene solution, canada finishes C – 5 C stirring for 20 hours. TLC display raw material spot disappears, carefully dropwise methanol stopped reaction, adds full and NH4Cl, extraction with ethyl ether, the combined extract, water washing, water-free Na2SO4Drying, filtering, the filtrate is silica gel short column purification, petroleum ether/EtOAc (10/1) elution, to obtain the product 50 mg (71.4%), Rf=0.35 (petroleum ether/EtOAc=4/1).

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Zhejiang Aoxiang Pharmaceutical Co., Ltd.; Zheng Zhiguo; (45 pag.)CN103304375; (2017); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

EXAMPLE 5 Synthesis of 2-chloro-2-(2,2,6,6-tetramethyl-1-piperidinylthio)imino acetonitrile A commercial 2.5M n-BuLi solution (71 mL, 177 mmol) is added dropwise to a solution of 2,2,6,6-tetramethylpiperidine (25 g, 177 mmol) in anhydrous tert-butyl methyl ether (100 mL) at -20 C. The above solution is transferred into an addition funnel and is added dropwise to a solution of 3,4-dichloro-1,2,5-thiadiazole (27.4 g, 177 mmol) in anhydrous tert-butyl methyl ether (270 mL) at -50 C. Water (200 mL) is added and the reaction is allowed to warm to rt. The organic layer is decanted and the aqueous layer is extracted with diethyl ether (250 mL). The combined organic layers are washed with a 10% aqueous solution of acetic acid (100 mL) and water (100 mL). Toluene is added and the solution is concentrated under vacuum to afford the title compound (34 g, 74%): 1H-NMR (CDCl3): delta (ppm) 1.32 (s, 12H); 1.54-1.64 (m, 6H); 13C-NMR (CDCl3): delta (ppm) 17.2, 27.5, 32.7, 41.0, 61.2, 100.0, 111.8; IR (cm-1): 2225 (CN).

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; Borghese, Alfio; Mancuso, Vincenzo; Merschaert, Alain; US2009/156808; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem