Sodium Hydroxide → 5-[p-(1-Cyclooctenyl)-phenoxy]-pentanoic acid

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Reaction Steps

20 ml of 2 N sodium hydroxide solution are added to a solution of 15 g of 5-[p-(1-cyclooctenyl)-phenoxy]-pentanoic acid ethyl ester in 150 ml of ethanol and the mixture is left to stand at room temperature for 48 hours. It is then evaporated in vacuo to a volume of about 30 ml and the evaporation residue is distributed, at 5° C, between 100 ml of 2 N hydrochloric acid and twice 200 ml of ether. The organic phases are washed until neutral, dried over sodium sulphate and evaporated in vacuo. Crystallisation of the evaporation residue from ether-petroleum ether gives 5-[p-(1-cyclooctenyl)-phenoxy]-pentanoic acid of melting point 94- 96° C.

Provenance & Evidence