Benzylamine → N-[6-[2-(2-Pyridinyl)ethoxy]hexyl]benzenemethanamine

Participants

Reaction Steps

2-[2-[(6-Bromohexyl)oxy]ethyl]pyridine (6.3 g) was added to benzylamine (20 ml) at 140° under nitrogen. After 1 h at 140° the reaction mixture was cooled and partitioned between 2M sodium hydroxide (100 ml) and ether (100 ml). The organic layer was washed with water and brine, dried and concentrated to a yellow oil. The excess benzylamine was removed by distillation under reduced pressure to leave the title compound as a yellow oil (6.8 g) t.l.c. (System A 80:20:2) Rf 0.44.

Provenance & Evidence