Hydrochloric Acid → HCID 22093949, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-(N-(4-chlorophenylcarbonyl)amino)-2-hydroxybutyric acid methyl ester (3 g) in tetrahydrofuran (15 ml) was dropped to a mixture of 60% sodium hydride (2.38 g) in tetrahydrofuran (10 ml) at −78° C. The mixture was stirred at 0° C. for 30 minutes. t-Butyl bromoacetate (0.975 g) was dropped to the mixture at −78° C. The mixture was stirred at 0° C. for 1.5 hours. To the reaction mixture, 1N hydrochloric acid was added and the mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium hydrogen carbonate and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (n-Hexane:Ethyl acetate=1:1) to give the title compound (3.194 g) having the following physical data.

Provenance & Evidence