Reacción #1285366

Ecuación de reacción

5-bromomethylthiophene-2-carbonitrile

hexamethylenetetramine

N-bromosuccinimide

5-methylthiophene-2-carbonitrile

→

5-cyanothiophene-2-aldehyde

Rendimiento 44.8%

Disolventes

carbon tetrachloride

chloroform

acetic acid

water

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónAfter extraction with ether
2. 2
   Lavadowashing of the ether phase with water
3. 3
   Otrodrying
4. 4
   Otroevaporation

Procedimiento

8 g of 5-bromomethylthiophene-2-carbonitrile (prepared by brominating 5.7 g of 5-methylthiophene-2-carbonitrile and 8.42 g of N-bromosuccinimide in 68 ml of carbon tetrachloride under exposure to light and with the addition of 185 mg of benzoyl peroxide) is refluxed for 30 minutes in 35 ml of chloroform with 5.6 g of hexamethylenetetramine. The precipitated salt is suctioned off and refluxed in 30 ml of acetic acid and 30 ml of water for 2 hours. After extraction with ether, washing of the ether phase with water, drying, and evaporation, 2.43 g of 5-cyanothiophene-2-aldehyde is obtained.

Fuente