Methyl Isocyanate → 1-(N-methylamino)carbonyl-4-(4-nitrophenoxy)-4-phenylpiperidine

Participants

Reaction Steps

To a stirred solution of 4.9 g of 4-(4-nitrophenoxy)-4-phenylpiperidine in 50 ml of benzene was added, dropwise, a solution of 0.91 g of methyl isocyanate in 15 ml of benzene. The reaction mixture was stirred at room temperature for two hours. Evaporation of the volatiles afforded a solid which was purified by means of high pressure liquid chromatography (silica gel; elution with 50% ethyl acetate/dichloromethane) to yield 6.05 g of 1-(N-methylamino)carbonyl-4-(4-nitrophenoxy)-4-phenylpiperidine, m.p. 110°-115° C.

Provenance & Evidence