Ammonium Chloride → HCID 22494666, compound

Participants

Reaction Steps

A mixture of 1-(4-nitrophenyl)-4-(4-chlorophenyl)-4-methoxypiperidine (8.9 g), iron powder (10.7 g) and ammonium chloride (1.07 g) in ethanol (445 ml) and water (44.5 ml) was stirred at reflux for 5.5 hours. The insoluble material was filtered off, and the filtrate was evaporated under reduced pressure. To the residue was added a mixture of ethyl acetate (150 ml), water (100 ml) and saturated sodium hydrogen carbonate (50 ml). The organic layer was separated, washed with brine, dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure. To the residue was added a mixture of diisopropyl ether (10 ml) and n-hexane (20 ml). The precipitate was collected by filtration, and dried under reduced pressure to give 1-(4-aminophenyl)-4-(4-chlorophenyl)-4-methoxypiperidine (7.3 g).

Provenance & Evidence