Methanol → 2-(Phenylmethoxy)-3-(4-tetradecylphenoxy)-1-propanol

Participants

Reaction Steps

An about 14.6 g portion of 1-[2-(phenylmethoxy)-3-(triphenylmethoxy)propoxy]-4-tetradecylbenzene was dissolved in about 50 ml of tetrahydrofuran. To this solution was added about 50 ml of methanol and about 100 mg of p-toluenesulfonic acid. The mixture was stirred under argon for several hours and the solvents were then removed. The residue was dissolved in ether, washed with aqueous sodium bicarbonate, dried and the ether evaporated. The residue was purified by chromatography on silica gel, eluting with hexane:ether (about 12:1), giving about 7.6 g of the desired title compound, mp 50°-51° C.

Provenance & Evidence