1,6-Dibromohexane → 2-[3-[(6-Bromohexyl)oxy]propyl]pyridine

Participants

Reaction Steps

A mixture of 2-pyridinepropanol (15.8 g), 1,6-dibromohexane (60 ml), 50% (w/v) sodium hydroxide (60 ml) and TAB (1.5 g) was stirred at room temperature for 5 h. Water (200 ml) was added and the mixture was extracted with ether (2×200 ml). The organic extracts were washed with water and brine, dried and concentrated to an oil which was purified by FCC eluting with hexane→hexane-ether (1:1) to give the title compound as a colourless oil (18.1 g), t.l.c. (hexane-ether 1:1) Rf 0.19.

Provenance & Evidence