Methanol → HCID 54520100, compound

Participants

Reaction Conditions

Reaction Steps

Saponification of the above ester is accomplished by dissolving the oil in 10 ml. of methanol; 10 ml. of water is added and the pH of the mixture adjusted to 12 by addition of 1 N sodium hydroxide. The reaction is allowed to stir for 46 hours at 25°C. The pH of the reaction is adjusted to 7 by addition of 2 N sulfuric acid. The methanol solvent is removed in vacuo, saturated sodium bicarbonate is added to the residual aqueous solution, and then washed twice with ether. The reaction mixture is acidified by dropwise addition of concentrated sulfuric acid to pH 3.0, extracted three times with ethyl acetate, wash the combined organic layers twice with sodium chloride solution and dry over sodium sulfate. After removing the solvent in vacuo, 758 mg. of substantially pure N-(1-methylcyclohexyloxycarbonyl)-phenylalanine is obtained.

Provenance & Evidence