Hydrochloric Acid → 2-Oxobicyclo(3.1.0)hexane-6-carboxylic acid

Participants

Reaction Steps

A mixture of 60 g of (1SR,5RS,6SR)ethyl 2-oxobicyclo[3.1.0]hexane-6-carboxylate and 300 ml of 1N sodium hydroxide was stirred at 25°-30° C. After 2.5 hours, concentrated hydrochloric acid was added to adjust the pH to 0.8-1.2. The resulting solution was extracted with ethyl acetate. The extracts were dried over magnesium sulfate, filtered, and concentrated to give 49.1 g (98%) of the crude material. Recrystallization from 100 ml of ethyl acetate gave the title compound, mp 123.5°-128° C.

Provenance & Evidence