Phosphorus tribromide → 1-(Bromomethyl)-4-(dodecyloxy)benzene

Participants

Reaction Steps

According to customary procedures, 4-dodecyloxybenzoic acid was reduced with LiAlH4 and the formed 4-dodecyloxybenzyl alcohol was brominated with phosphorus tribromide to obtain 4-dodecyloxybenzyl bromide. Then, 2.0 g of the so-obtained compound was reacted with 1.0 g of p-acetoxyphenol in the presence of NaH in dimethylformamide to obtain 1.2 g of 4-dodecyloxybenzyl(4-acetoxyphenyl) ether. The so-obtained compounds was dissolved in a liquid mixture of tetrahydrofuran and an equimolar amount of 1N LiOH was added to the solution to remove the acetyl group, and post treatments were carried out according to customary procedures to obtain 1.0 g of 4-dodecyloxybenzyl(4-hydroxyphenyl) ether.

Provenance & Evidence