Category: 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,768-66-1

In a 300 ml flask purged with nitrogen, 7.88 g (55.8 mmol) of 2,2,6,6-tetramethylpiperidine, 2.77 g of lithium chloride (65.3 mmol: 2,2,6,6-tetramethylpiperidine To 1.17 equivalents) THF was added, 24.2 g (58.2 mmol) of a 15% n-butyllithium hexane solution was dropped at -10 C. to obtain lithium 2,2,6,6-tetramethyl Piperidide solution was prepared. After cooling this solution to -50 C., 10.93 g (58.2 mmol) of triisopropoxyborane was added dropwise, followed by dropwise addition of 4.98 g (48.3 mmol) of benzonitrile, followed by aging at the same temperature for 3 hours did. Analysis of the reaction liquid by HPLC revealed that the area% of 2-cyanophenylboronic acid was 98.6%, the area% was 1.38%, 1-phenyl-1- (2,2,6,6-tetramethylpiperidine -1-yl) methyl imine as by-product was confirmed. This reaction solution was added to 38 ml of 3N HCl and hydrolyzed. 150 ml of ethyl acetate was added and stirred, The acid phase was separated. The organic phase was washed with 50 ml of 0.2 N HCl and the resultant organic phase solution was subjected to quantitative determination of 2-cyanophenylboronic acid using HPLC. As a result, 2-cyanophenylboronic acid was obtained in a yield of 95.0 % Confirmed that it was obtained. Further, it contained 0.45% of 1-phenyl- (2,2,6,6-tetramethylpiperidin-1-yl) methylimine in area%.

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

Reference：
Patent; TOSOH FINECHEM CORPORATION; HATTORI, YU; KANEKO, TOSHIYUKI; (13 pag.)JP2015/160823; (2015); A;,
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

A solution of2,2,6,6-tetramethylpiperidine (1.6 mL, 9.6 mmol) in THF (10 mL) was treated withn-BuLi (6.0 mL, 1.60 M in hexane, 9.6 mmol) at 0 C. After stirring for 1 h at 0 C thesolution was added to a solution of compound 3 (1.81 g, 4.00 mmol) in THF (8 mL) at-78 C. After stirring for 30 min at -78 C and 3 h at -30 C the reaction mixture wastransferred to a suspension of ZnCl2 (1.09 g, 8.00 mmol) in THF (8 mL) at -78 C.Stirring was continued at -78 C for 30 min before the mixture was warmed to roomtemperature, where stirring was maintained for 30 min. To the resulting solution wasadded a solution of 1-bromo-3,5-di-t-butylbenzene (1.18 g, 4.40 mmol) and [Pd(PPh3)4](0.23 g, 0.20 mmol) in THF (8 mL). The reaction mixture was heated to 60 C for 10hours, before the reaction was quenched with a saturated aqueous ammonium chloride solution. The reaction mixture was extracted with hexane and the combined organicphases were washed with water and dried over MgSO4. After filtration, the filtrate wasevaporated to dryness under reduced pressure and the obtained residue was purified bycolumn chromatography on silica gel (hexane). Washing the resulting solid with smallamount of methanol to give compound 4 (1.99 g, 3.10 mmol, 78%). 4: orange solid, m.p.139-141 C. 1H NMR (300 MHz, CDCl3) delta 1.39 (s, 36H), 4.14 (s, 5H), 4.59 (s, 2H),7.35 (t, J = 1.8 Hz, 1H), 7.62 (d, J = 1.8 Hz, 2H); 13C NMR (75 MHz, CDCl3) delta 31.5 (q),34.9 (s), 67.0 (d), 73.5 (d), 79.7 (s), 88.6 (s), 120.9 (d), 124.4 (d), 135.5 (s), 149.8 (s).Anal. Calcd for C38H49BrFe: C, 71.14; H, 7.70%. Found: C, 71.30; H, 7.66%.

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

Reference：
Article; Sasamori, Takahiro; Suzuki, Yuko; Sakagami, Michiyasu; Miyake, Hideaki; Tokitoh, Norihiro; Chemistry Letters; vol. 43; 9; (2014); p. 1464 – 1466;,
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

To a 1 liter four-necked round bottom flask equipped with a mechanical stirrer, a reflux condenser, a thermometer, a funnel and a septum are added 80 g of water, 20 g K2CO3 (99%; 0,1448 mol), 10 g 2,2,6,6-tetramethylpiperidine (99%; 7,079·10-2 mol) and 100 g toluene. Then, a solution of 15,34 g of peracetic acid (7,06·10-2 mol) in 80 g water is added slowly to the 1 liter flask while stirring vigorously (with a 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 overnight and the organic phase becomes red due to the formation of 2,2,6,6-tetramethylpiperidine-1-oxide (TEMPO).

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

Reference：
Patent; Detrembleur, Christophe; Gross, Thomas; Meyer, Rolf-Volker; US2003/236368; (2003); 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 A-1 (11.48g, 41.5mmol) was dissolved in 300mL of THF, cooled to 0 , the mixture was added LTMP (LTMP Synthesis: in 500mL of THF, maintained 0 dissolved 0.13molBuLi, 0.14mol 2, 2,2,6,6-tetramethyl piperidine). 0C reaction was stirred for 2 hours, the reaction was quenched with water 200mL, layer of water, the organic layer was spin-dry, with dichloromethane: petroleum ether = 10: 1 (volume ratio) through the column was isolated as a solid (B-1) ( 4.87g, y = 48%).

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

Reference：
Patent; Jilin Optical and Electronic Materials Co., Ltd; Gao, Chunji; Wang, Shikai; Wang, Zhao; Qin, Cuiying; Yin, Enxin; Cui, Dunzhu; (87 pag.)CN105693631; (2016); A;,
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

A solution of 2,2,6,6-tetramethylpiperidine (2.0 mL, 12 mmol) in THF (12 mL) was treated with n-BuLi (7.5mL, 1.60 M in hexane, 12 mmol) at 0 C. After stirring for 1 h at 0 C the solution wasadded to a solution of bromoferrocene (1.32 g, 5.00 mmol) in THF (10 mL) at -78 C.After stirring for 30 min at -78 C and 3 h at -30 C the reaction mixture wastransferred to a suspension of ZnCl2 (1.36 g, 10.0 mmol) in THF (10 mL) at -78 C.Stirring was continued at -78 C for 30 min before the mixture was warmed to roomtemperature, where stirring was maintained for 30 min. To the resulting solution wasadded a solution of 1-bromo-3,5-di-t-butylbenzene (1.48 g, 5.50 mmol) and [Pd(PPh3)4](0.29 g, 0.25 mmol) in THF (10 mL). The reaction mixture was heated to 60 C for 10hours, before the reaction was quenched with a saturated aqueous ammonium chloridesolution. The reaction mixture was extracted with hexane and the combined organicphases were washed with water and dried over MgSO4. After filtration, the filtrate wasevaporated to dryness under reduced pressure and the obtained residue was purified bycolumn chromatography on silica gel (hexane) to give compound 3 (2.01 g, 4.43 mmol,89%). 3: orange solid; m.p. 87-89 C; 1H NMR (300 MHz, CDCl3) delta 1.37 (s, 18H), 4.17(s, 5H), 4.22 (t, J = 2.6 Hz, 1H), 4.43 (dd, J = 2.6, 1.4 Hz), 4.54 (dd, J = 2.6, 1.4 Hz),7.33 (t, J = 1.8 Hz, 1H), 7.55 (d, J = 1.8 Hz, 2H); 13C NMR (75 MHz, CDCl3) delta 31.6 (q),34.8 (q), 66.3 (d), 67.5 (d), 71.0 (d), 72.0 (d), 78.3 (s), 87.7 (s), 120.8 (d), 123.9 (d),135.2 (s), 149.8 (s). Anal. Calcd for C24H29BrFe: C, 63.60; H, 6.45%. Found: C, 63.84;H, 6.48%., 768-66-1

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

Reference：
Article; Sasamori, Takahiro; Suzuki, Yuko; Sakagami, Michiyasu; Miyake, Hideaki; Tokitoh, Norihiro; Chemistry Letters; vol. 43; 9; (2014); p. 1464 – 1466;,
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

To a solution of 2,2,6,6-tetramethylpiperidine (TMP, 68 muL, 0.403 mmol) in anhydrous t-BuOMe (TBME, 1.6 mL) at -78 C, was added n-BuLi (2.2 M in hexanes, 174 muL). The solution was stirred at room temperature for 20 min and cooled down to -10 C.

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

Reference：
Article; Li, Xiaoyong; Babu, Vaddela Sudheer; Kishi, Yoshito; Tetrahedron Letters; vol. 56; 23; (2015); p. 3220 – 3224;,
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, A cooled (-20C) solution of 2,2, 6, 6-TETRAMETHYLPIPERIDINE (28 ml, 165 mmol) in tetrahydrofuran (400 ml) was treated with n-butyllithium (63 ml of a 2.5M solution in hexanes, 157.5 mmol). This mixture was then cooled TO-78C. 1-Bromo-4-fluorobenzene (16.5 ml, 150 mmol) was then added neat and dropwise over 10 min and stirring AT-78C was continued for 3 h. Triisopropyl borate (40 ml, 172.5 mmol) was then added and stirring AT-78C continued for 30 min before removing the cooling bath. When the internal temperature of the reaction REACHED-40C, 5N hydrochloric acid was added (75 ml) and the mixture was stirred to ambient temperature. After stirring at ambient temp for 1 h the majority of the tetrahydrofuran was removed and the mixture partitioned between ether (500 ml) and IN hydrochloric acid (500 ml). The organics were then extracted with 2N sodium hydroxide (400 ml) and the organics were discarded. The aqueous was cooled in an ice-water bath and 5N hydrochloric acid (150 ml) was added dropwise over 15 min. The resulting white solid was collected and dried under vacuum to afford 5-bromo-2-fluorobenzeneboronic acid (25 g, 76%).

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

Reference：
Patent; MERCK SHARP & DOHME LIMITED; WO2004/41826; (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

General procedure: A dry and nitrogen-flushed-10 mL round bottom flask equipped with a magnetic stirrer and a septum was charged with amine 2 (0.5 mmol, 1 equiv) and was evacuated and refilled with nitrogen three times. Dry THF (0.5 mL) was added and the reaction flask was again evacuated and refilled with nitrogen three times. The reaction mixture was cooled to 0 C, and BuLi solution (0.55 or 1.05 mmol, 2.45 M in THF, 1.1 or 2.1 equiv) was added. After 5 min of stirring, 1a or 1b (0.5 mmol, 1 equiv) was added at 0 C and the reaction was checked by 19F NMR with PhOCF3 as internal standard. Reaction was quenched with saturated aqueous NaHCO3 and EtOAc was added. The organic phase was washed with water, dried over Na2SO4, and concentrated in vacuo. The crude residue was purified by flash chromatography to give the expected product.

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

Reference：
Article; Alazet, Sebastien; Ollivier, Kevin; Billard, Thierry; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 2354 – 2357;,
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, (122-1) Under nitrogen atmosphere, a solution of 2,2,6,6-tetramethyl-piperidine (1.87 g) in THF (30 mL) was cooled to -78 C., and thereto was added dropwise a 1.5N solution of n-BuLi in n-hexane (8.85 mL), and the mixture was stirred at -78 C. for 5 minutes, and stirred at -30 C. for 5 minutes. Then, the mixture was cooled to -78 C., and thereto was added dropwise a solution of 1-(phenylsulfonyl)pyrrole (2.50 g) in THF (20 mL). The mixture was stirred at -78 C. 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 -78 C. 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, 400 MHz) delta 7.94 (d, 2H, J=8.4 Hz), 7.73 (d, 2H, J=8.4 Hz), 7.63 (m, 1H), 7.49 (m, 2H), 7.34 (dd, 1H, J=3.3, 1.8 Hz), 7.31 (d, 2H, J=8.4 Hz), 6.21 (dd, 1H, J=3.3, 3.3 Hz), 6.11 (d, 1H, J=4.6 Hz), 5.77 (m, 1H), 3.92 (s, 3H), 3.33 (d, 1H, J=4.6 Hz).

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

Reference：
Patent; Tokunaga, Teruhisa; Hume, William Ewan; Kitoh, Makoto; Nagata, Ryu; US2003/181496; (2003); 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, EXAMPLE 59 Production of 1-[(2-hydroxyethoxy)methyl]-2-thio-6-phenylthiothymine (Compound No. 59) To 2 ml of tetrahydrofuran, 0.09 ml (0.52 mmol) of 2,2,6,6-tetramethylpiperidine was added. It was then cooled to -70 C., and n-butyl lithium (0.52 mmol) was added thereto in the presence of an argon flow to obtain lithium 2,2,6,6-tetramethylpiperidide solution.

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

Reference：
Patent; Mitsubishi Kasei Corporation; US5112835; (1992); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem