Reacción #215404

Ecuación de reacción

sodium hydroxide

sodium cyanide

2-phenoxybenzyl chloride

butyl chloride

→

crude product

Rendimiento 92.8%

2-(2-Phenoxyphenyl)hexanenitrile

Rendimiento 92.8%

Disolventes

dimethyl sulfoxide

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroReaction temperature
2. 2
   Temperaturaincreases from 24° to 44° C
3. 3
   workup.STIRRINGAfter stirring for an additional 1/2 hour
4. 4
   Otroreaction mixture
5. 5
   Extracciónextracted with hexane
6. 6
   LavadoThe combined hexane extracts are washed with water
7. 7
   Secadodried over MgSO4
8. 8
   OtroSolvent is evaporated

Procedimiento

Into a three-necked 300 ml round-bottom flask are charged 7.4 g (0.15 mole) of sodium cyanide and 80 ml of dimethyl sulfoxide. To this slurry is added 30 g (0.13 mole) of 2-phenoxybenzyl chloride dropwise. Reaction temperature increases from 24° to 44° C. The reaction mixture is stirred for an additional 11/2 hours. To this reaction mixture is added 13.7 g (0.13 mole) of butyl chloride followed by dropwise addition of 34 g (0.4 mole) of 50% sodium hydroxide solution. After stirring for an additional 1/2 hour, reaction mixture is poured into 150 ml of water and extracted with hexane. The combined hexane extracts are washed with water and dried over MgSO4. Solvent is evaporated to give 32 g of crude product. Material can be further purified by vacuum distillation (bp 149-60/0.25 mm).

Fuente