Reacción #1368

Ecuación de reacción

potassium cyanide

ammonium hydroxide

2-methyl-3,4,6-trifluoroaniline

sulfuric acid

sodium nitrite

→

2-methyl-3,4,6-trifluorobenzonitrile

Rendimiento 38.2%

Disolventes

water

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture is cooled
2. 2
   ExtracciónThe mixture is extracted with dichloromethane
3. 3
   Secadothe extract is dried over sodium sulfate
4. 4
   Concentraciónconcentrated
5. 5
   Otrothe residue is purified with column chromatography (silica-gel, dichloromethane:n-hexane=1:4)

Procedimiento

To 2-methyl-3,4,6-trifluoroaniline (10.6 g) is added a mixture of conc. sulfuric acid (13.8 ml) and water (46 ml) and the mixture is cooled. Thereto an aqueous solution (20 ml) of sodium nitrite (5.5 g) is added dropwise at 0°-5° C. The solution is gradually added to a mixture of copper (II) sulfate 5 hydrate (41 g), potassium cyanide (43 g), ammonium hydroxide (60 ml) and water (260 ml) at 10°-30° C. The mixture is extracted with dichloromethane and the extract is dried over sodium sulfate, concentrated and the residue is purified with column chromatography (silica-gel, dichloromethane:n-hexane=1:4) to give 2-methyl-3,4,6-trifluorobenzonitrile (4.3 g).

Fuente