Ethanol → HCID 178444492, compound

Participants

Reaction Steps

A mixture of 36.9 g of potassium hydroxide, 250 ml of water, 250 ml of ethanol and 37.2 g of ethyl cyano-[trans-4-(1E-pentenyl)cyclohexyl]acetate is heated to boiling for 3 days while stirring. After cooling the reaction mixture is diluted with 500 ml of water and washed with two 200 ml portions of diethyl ether. 220 ml of 10 percent (v/v) sulphuric acid are added dropwise to the aqueous phase. The precipitated product is extracted with three 200 ml portions of diethyl ether. The extract is washed with two 50 ml portions of water, dried over sodium sulphate, filtered and concentrated. Repeated recrystallization from benzene/hexane (vol. 1:1) gives pure [trans-4-(1E-pentenyl)cyclohexyl]malonic acid.

Provenance & Evidence