Réaction #67723

Équation de réaction

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

sodium cyanide

→

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

Rendement 78.6%

Solvants

dimethylsulfoxide

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source