Benzyl Alcohol → 1-(Phenylmethyl) butanedioate

Participants

Reaction Steps

Succinic anhydride (30 g, 300 mmole) was dissolved in methylene chloride (300 ml). To the solution were added benzyl alcohol (10.2 ml, 100 mmole), 4-dimethylaminopyridine (1.22 g, 10 mmole) and pyridine (48 ml). After 3 hours the reaction mixture was poured in to citric acid aqueous solution. The organic phase was concentrated to small volume and sodium hydrogen carbonate and water were added. Then mixture was stirred for 30 min. The aqueous phase was collected, and to it was added citric acid aqueous solution. The product precipitated out, was collected and dried. 15.3 g. 1H-NMR (CDCl3): 7.50 (m, 5H), 5.25 (s, 2H), 2.68 (m, 4H).

Provenance & Evidence