Sodium Hydroxide → alpha-[p-(1-Cycloheptenyl)-phenoxy]-undecanoic acid

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Reaction Steps

100 ml of 2N sodium hydroxide solution are added to 27 g of α-[p-(1-cycloheptenyl)-phenoxy]-undecanoic acid ethyl ester in 150 ml of ethanol and the mixture is stirred for 2 hours at room temperature. The ethanol is removed in vacuo and the residue is partitioned between 2 N hydrochloric acid and ether. The organic phases are washed until neutral, dried over sodium sulphate and concentrated by evaporation in vacuo. Distillation of the residue at 0.04 mm gives α-[p-(1-cycloheptenyl)-phenoxy]-undecanoic acid, of melting point 79°-81° C (from n-hexane), in the fraction boiling at 185°-190° C.

Provenance & Evidence