Reacción #76158

Ecuación de reacción

sodium cyanide

Propionitrile

2,3-dichloro-5-trifluoromethylpyridine

→

3-chloro-2-cyano-5-trifluoromethylpyridine

Rendimiento 73.0%

Disolventes

water

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 5 hours under nitrogen
2. 2
   TemperaturaThe mixture was cooled
3. 3
   workup.DISSOLUTIONto dissolve the inorganic salts
4. 4
   LavadoThe organic phase was washed with water
5. 5
   Extracciónfollowed by extraction with 2N HCl
6. 6
   Otroto remove 4-dimethylaminopyridine
7. 7
   OtroPropionitrile was removed by vacuum distillation at 40° C.

Procedimiento

Propionitrile (656 ml), 2,3-dichloro-5-trifluoromethylpyridine (87.5 g) and 4-dimethylaminopyridine (52 g) were heated at reflux for 5 hours under nitrogen. The mixture was cooled and a solution of sodium cyanide (30 g) in water (110 ml) added at 15° C. After stirring at 15° C. for 5 hours the reaction was complete and water (250 ml) added to dissolve the inorganic salts. The organic phase was washed with water followed by extraction with 2N HCl to remove 4-dimethylaminopyridine. Propionitrile was removed by vacuum distillation at 40° C. to give the product, 3-chloro-2-cyano-5-trifluoromethylpyridine in 73 to 84% yield.

Fuente