Reacción #67723

Ecuación de reacción

5-chloromethyl-2,2-difluoro-benzo[1,3]dioxole

sodium cyanide

→

(2,2-difluoro-benzo[1,3]dioxol-5-yl)-acetonitrile

Rendimiento 78.6%

Disolventes

dimethylsulfoxide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONThe reaction mixture was poured into ice
2. 2
   Extracciónextracted with ethyl acetate (300 mL)
3. 3
   SecadoThe organic layer was dried over sodium sulfate
4. 4
   Otroevaporated to dryness

Procedimiento

A mixture of crude 5-chloromethyl-2,2-difluoro-benzo[1,3]dioxole (4.4 g) and sodium cyanide (1.36 g, 27.8 mmol) in dimethylsulfoxide (50 mL) was stirred at room temperature overnight. The reaction mixture was poured into ice and extracted with ethyl acetate (300 mL). The organic layer was dried over sodium sulfate and evaporated to dryness to give crude (2,2-difluoro-benzo[1,3]dioxol-5-yl)-acetonitrile (3.3 g) which was used directly in the next step.

Fuente