Sodium Hydroxide → 4-Benzhydryloxypiperidine

Participants

Reaction Steps

Ethyl 4-(diphenylmethoxy)piperidine carboxylate (9.7 g) was dissolved in ethanol (85 ml) and water (35 ml), and sodium hydroxide (6.1 g) was added to the mixture, followed by heating the mixture to reflux for 40 hours. Ethanol was removed and water was added to the residue, followed by extraction of the resultant with dichloromethane. Organic layers were combined and dried over anhydrous sodium sulfate. Dichloromethane was removed and the residue was purified with Chromatorex® column chromatography for amines (ethyl acetate:ethanol=5:1) to obtain 7.1 of 4-diphenylmethoxypiperidine. Yield: 90%.

Provenance & Evidence