Hydrochloric Acid → Phenyl[2-(trifluoromethyl)-4-nitrophenyl]acetonitrile

Participants

Reaction Steps

To a stirred mixture of 21 parts of 1-chloro-4-nitro-2-(trifluoromethyl)benzene, 180 parts of sodium hydroxide solution 60%, 2parts of N,N,N-triethylbenzenemethanaminium chloride and 90 parts of tetrahydrofuran is added dropwise a mixture of 11.7 parts of benzeneacetonitrile and 27 parts of tetrahydrofuran at 30° C. Upon completion, stirring is continued for 4 hours at 50° C. After cooling, the reaction mixture is poured onto crushed ice. The whole is acidified with a hydrochloric acid solution (pH 1) while the temperature is kept below 20° C. The product is extracted with benzene. The extract is washed with water, dried, filtered and evaporated. The oily residue is crystallized from 70 parts of 2,2'-oxybispropane at 0° C, yielding 4-nitro-α-phenyl-2-(trifluoromethyl) benzeneacetonitrile; mp. 70.4° C.

Provenance & Evidence