Reaction #1909819

Reaction equation

2-tert-butyl-4-chloromethyloxazole

sodium cyanide

sodium hydroxide

→

2-tert-butyl-4-cyanomethyloxazole

Yield 92.6%

Solvents

dimethylsulfoxide

dimethylsulfoxide

Conditions

Workup

1. 1
   TemperatureAfter the resulting product was cooled to room temperature
2. 2
   Extractionextracted with toluene
3. 3
   WashThe organic layer was fully washed with water
4. 4
   Dryingdried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Procedure

6.2 g of sodium cyanide was weighed, 50 ml of dimethylsulfoxide was added thereto, and a dimethylsulfoxide solution of 16.9 g of 2-tert-butyl-4-chloromethyloxazole was dropwise added thereto, and heated on an oil bath at 65° C. for 1 hour with stirring. After the resulting product was cooled to room temperature, 150 ml of a dilute aqueous solution of sodium hydroxide was added thereto, and extracted with toluene. The organic layer was fully washed with water, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 14.8 g of 2-tert-butyl-4-cyanomethyloxazole.

Source