Water → 1-[4-[(6-Bromohexyl)oxy]butyl]benzene

Participants

Reaction Steps

NaH (46% dispersion in oil; 6.5 g) was added portion wise to a solution of 4-phenyl-1-butanol (15.0 g) and 1,6-dibromohexane (48.8 g) in THF (200 ml) under nitrogen. The resulting suspension was refluxed for 27 h and treated with H2O (80 ml). The mixture was extracted with ER (2×200 ml) and The dried extract was evaporated to leave a orange oil. The oil was purified on a column of silica (800 ml) [A] to give a yellow oil on which distillation gave the title compound as a colorless oil (15.0 g) b.p. 90°-95°/0.1 mm Hg.

Provenance & Evidence