Hydrochloric Acid → 3-Oxazolidineacetic acid, 2-oxo-4,5-diphenyl-, ethyl ester, cis-

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Reaction Steps

4,5-cis-Diphenyl-2-oxooxazolidine (48.6 g, 203 mmol) was suspended in tetrahydrofuran (330 ml) and, under ice-cooling, sodium hydride (8.12 g, 203 mmol) was added carefully. Thereafter, ethyl bromoacetate (33.9 g, 203 mmol) was added dropwise. The mixture was stirred at room temperature for 4 hours, poured into a mixture of a 10-fold dilution of conc. hydrochloric acid (60 ml) and ice-water (50 ml) and extracted twice with ethyl acetate. The extract was washed with saturated aqueous sodium chloride and dried over sodium sulfate. After filtration, the filtrate was concentrated and the residue was purified by silica gel column chromatography [eluent: n-hexane-ethyl acetate (4:1)] to give the title compound (40.6 g) as yellow oil.

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