Ammonium Hydroxide → 4-Piperidinecarboxamide

Participants

Reaction Steps

4-(2-methyl-phenyl-amino)-1-phenylmethyl)-4-piperidine-carbonitrile (17.89 g) was dissolved in 88 ml conc. sulfuric acid and stirred for 3 d at room temperature. The reaction mixture was poured on ice and adjusted to pH 10 by addition of 30% aqueous ammonium hydroxide and extracted three times with dichloromethane. The combined organic layers were dried over sodium sulfate and evaporated to yield 4-(2-methyl-phenyl-amino)-1-phenylmethyl)-4-piperidine-carboxamide (10.35 g) as a brown oil. MS: m/z=324 (M+H)+

Provenance & Evidence