Reacción #215406

Ecuación de reacción

sodium hydroxide

4-phenylthiobenzyl cyanide

butyl chloride

sodium hydroxide

→

pure product

Rendimiento 65.1%

2-(4-Phenylthiophenyl)hexanenitrile

Rendimiento 65.1%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture is heated at 85° for 1/2 hour
2. 2
   TemperaturaHeating
3. 3
   Extracciónextracted with ether
4. 4
   LavadoThe combined ether extracts are washed with water, saturated sodium chloride solution
5. 5
   Secadodried over MgSO4
6. 6
   OtroSolvent is evaporated
7. 7
   Otroto give 47 g of a crude product
8. 8
   workup.DISTILLATIONVacuum distillation (173°-180°/0.05 mm)

Procedimiento

To a mixture of 41 g (0.18 mole) of 4-phenylthiobenzyl cyanide, 18 g (0.19 mole) of butyl chloride and 2 g of tetraethylammonium bromide is added 16 g (0.2 mole) of 50% sodium hydroxide solution dropwise at room temperature with stirring. The reaction mixture is heated at 85° for 1/2 hour and then an additional 16 g (0.2 mole) of 50% sodium hydroxide solution are added. Heating is continued for another 1/2 hour. The reaction mixture is poured into water and extracted with ether. The combined ether extracts are washed with water, saturated sodium chloride solution and dried over MgSO4. Solvent is evaporated to give 47 g of a crude product. Vacuum distillation (173°-180°/0.05 mm) gives 33 g of pure product.

Fuente