Methanol → HCID 20225041, compound

Participants

Reaction Steps

1-Acetyl-1-(3,4-dichlorophenyl)cyclobutane (4.86 g) and benzylamine (2.2 ml) were stirred at a temperature of 140° to 150° C. under nitrogen for 1 hour 30 minutes. Methanol (50 ml) was added to the cooled reaction mixture and sodium borohydride (0.8 g) was added over a period of ten minutes. The mixture was stirred at ambient temperature for two hours and then the volume of the reaction mixture was reduced by a half and the mixture poured into water (300 ml). The aqueous mixture was extracted with ether and the ether extract dried and the ether removed by evaporation. The residue was distilled (b.p. 182°-186° at 0.5 mm Hg) and the distillate treated with hydrogen chloride in ether to give N-benzyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine hydrochloride (m.p. 227°-228° C.).

Provenance & Evidence