Semicarbazide hydrochloride → 4-[3-(1-Piperidinylmethyl)phenoxy]butanal semicarbazone

Participants

Reaction Steps

A solution of 4-[3-(1-piperidinylmethyl)phenoxy]butannitrile (51.6 g) sodium acetate (73.8 g) and semicarbazide hydrochloride (77.6 g) in 50% aqueous ethanol (1 L) was hydrogenated over Raney Nickel (50 g). The catalyst was removed by filtration. The filtrate was partially evaporated, made basic with potassium carbonate and extracted with ethyl acetate. The organic extract was evaporated to leave an oil which was purified by column chromatography to give the title compound as a pale yellow oil (48.6 g); tlc System B, Rf 0.8.

Provenance & Evidence