Sodium Hydroxide → HCID 19091843, compound

Participants

Reaction Steps

A suspension of 2.4 g (4.7 mmol) of 5-(octadecyloxy)-2-(phenylmethoxy)benzoic acid methyl ester in 70 ml of methanol and 23 ml (23 mmol) of 1.0N NaOH was stirred at reflux for 4 hours when a clear solution was obtained. The solvent was removed at reduced pressure and the residue was treated with water, acidified to pH 1 with 3N HCl and the product was extracted with chloroform. The dried extract was concentrated to a solid which was recrystallized from ether-hexane to give 2.33 g (99% yield, mp 80°-81°) of 5-(octadecyloxy)-2-(phenylmethoxy)benzoic acid.

Provenance & Evidence