2-Benzyl-malonic acid monoethyl ester → HCID 13138320, compound

Participants

Reaction Steps

To a mixture of diethylphosphite (6.9 g) and 2-benzylacrylic acid ethyl ester (9.5 g) (prepared according to the procedure of C. Mannich and K. Risert Ber. (1924), 57, 1116 from benzylmalonic acid mono ethyl ester) was added, with stirring at ambient temperature under an atmosphere of nitrogen, a solution of sodium (1.15 g) in ethanol (20 ml). Following the initial exothermic reaction stirring was continued for 48 hr. The solvent was evaporated in vacuo and the residual gum partitioned between ether (100 ml) and 5% CA (50 ml). The ether solution was shaken once more with 5% CA (50 ml), dried (MgSO4) and the residue distilled, collecting the fraction (3.7 g) m.p. 58°-72°/0.02-0.03 mm). The structure of the product was confirmed by NMR and Mass spectroscopy.

Provenance & Evidence