Реакция #475961

Уравнение реакции

tert-Butyl piperidin-4-ylmethylcarbamate

Potassium carbonate

DIPEA

bromoacetonitrile

→

tert-butyl (1-(cyanomethyl)piperidin-4-yl)methylcarbamate

Растворители

CH3CN

Условия реакции

Обработка

1. 1
   КонцентрированиеThe solution was then concentrated
2. 2
   workup.ADDITIONsaturated NaHCO3 (40 mL) was added
3. 3
   ЭкстракцияThe mixture was extracted with CH2Cl2 (4×30 mL)
4. 4
   СушкаThe extract was dried over anhydrous Na2SO4
5. 5
   ЭкстракцияThe dried extract
6. 6
   Промывкаthe desired compound was eluted off with EtOAc
7. 7
   ДругоеThe product was further purified by crystallization from EtOAc/petroleum ether as a white solid (5.4 g, 92%)

Методика

tert-Butyl piperidin-4-ylmethylcarbamate (5 g, 23.2 mmol) was dissolved in CH3CN (40 mL). Potassium carbonate (3.5 g, 25 mmol), DIPEA (4.4 mL, 25 mmol) and bromoacetonitrile (2.77 g, 23.2 mmol) were added, and the mixture was stirred at room temperature overnight. The solution was then concentrated and saturated NaHCO3 (40 mL) was added. The mixture was extracted with CH2Cl2 (4×30 mL). The extract was dried over anhydrous Na2SO4. The dried extract was passed through a silica gel plug, and the desired compound was eluted off with EtOAc. The product was further purified by crystallization from EtOAc/petroleum ether as a white solid (5.4 g, 92%).

Источник