Reaktion #67723

Reaktionsgleichung

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

sodium cyanide

→

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

Ausbeute 78.6%

Lösungsmittel

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle