Hydrochloric Acid → N-[6-[3-[3-(phenylmethoxy)-2-pyridinyl]propoxy]hexyl]benzenemethanamine

Participants

Reaction Steps

2-[3-[(6-Bromohexyl)oxy]propyl]-3-(phenylmethoxy)pyridine (1.0 g) was added to benzylamine (3 ml) at 120° under nitrogen. After stirring for 2 h, the solution was cooled and added to water (10 ml) and 2N hydrochloric acid (10 ml). The aqueous mixture was basified with sodium carbonate and then extracted with ethyl acetate (3×50 ml). The ethyl acetate was evaporated and the excess benzylamine was removed by distillation at reduced pressure to leave the title compound as a red oil (810 mg), t.l.c. (ethyl acetate/triethylamine 99:1) Rf 0.13.

Provenance & Evidence