Tetrahydrofuran → HCID 10922077, compound

Participants

Reaction Steps

To a solution of oxazolidin-2-one (4.00 g; 45.9 mmol) in dry tetrahydrofuran (70 ml), a solution of n-butyl lithium in hexane (1.60 N; 30 ml) was added at 0° C., and then 1-bromopropionyl bromide (5.83 ml, 45.9 mmol) was added at the same temperature. After 1 hour, an aqueous solution of saturated potassium dihydrogen phosphate (5 ml) was added to decompose the excess reaction agent. The aqueous layer was extracted with ethyl acetate, and the combined organic layer was washed with brine and dried over anhydrous magnesium sulfate. After distilling off the solvent, the residue was purified by silica gel column chromatography (n-hexane:dichloromethane=1:1) to give 3-(2'-bromopropionyl)oxazolidin-2-one (8.68 g, yield, 84%) as a colorless solid. The sample for analysis was obtained by recrystallization from diethyl ether. M.P., 41° C.

Provenance & Evidence