Water → Methyl 4-{4-[(2-ethoxy-2-oxoethyl)(methyl)amino]-2-formylbutyl}benzoate

Participants

Reaction Steps

0.500 g (1.67 mmol) of methyl-4-(4-bromo-2-formylbutyl)benzoate from Ex. VIII, 0.257 g (1.67 mmol) of ethyl sarcosinate hydrochloride and 0.309 g (3.68 mmol) of sodium bicarbonate in 10 ml of acetonitrile are heated at reflux for 1 hour. The reaction mixture is cooled, 50 ml of water are added and the mixture is extracted repeatedly with ethyl acetate. The combined organic phases are washed with saturated sodium chloride solution and dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. The crude product is purified by chromatography on silica gel (0.04-0.063 nm) using methylene chloride/methanol 100:3 as mobile phase.

Provenance & Evidence