3-(Trifluoromethyl)aniline → HCID 12298118, compound

Participants

Reaction Steps

A solution of 378.5 parts of 1-(phenylmethyl)-4-piperidinone and 362.5 parts of 3-(trifluoromethyl)benzenamine in 1500 parts of acetic acid is stirred for 1 hour at room temperature: exothermic reaction (temperature rises to 40° C.). After cooling, there are added 262.7 parts of potassium cyanide and the whole is stirred for 4 days at room temperature. The reaction mixture is poured onto a mixture of crushed ice and ammonium hydroxide and the product is extracted with trichloromethane. The extract is washed with a diluted ammonium hydroxide solution, dried, filtered and evaporated. The residue is crystallized from a mixture of 2,2'-oxybispropane and petroleumether (2:1 by volume), yielding 1-(phenylmethyl)-4-{[3-(trifluoromethyl)phenyl]amino}-4-piperidinecarbonitrile; mp. 96° C.

Provenance & Evidence