Ethylamine → N-Ethyl-1-(1-phenylethyl)-3-pyrrolidinemethanamine

Participants

Reaction Steps

A solution of 4.0 g (15.4 mmol) [3R-(R*,R*)]-3-(chloromethyl)-1-(1-phenylethyl)pyrrolidine in 60 mL 70% ethylamine was heated in a pressure bottle on the steam bath overnight. The mixture was cooled, filtered, and evaporated to a thick syrup which was treated with 50 mL 2N sodium hydroxide and extracted with 3×30 mL dichloromethane. The combined organic layer was dried (MgSO4) and evaporated to afford 3.49 g (98%) of the title compound as a syrup, [α]D +45.6° C. (C, 1.04, methanol).

Provenance & Evidence