Sodium hydride → HCID 68742224, compound

Participants

Reaction Conditions

Reaction Steps

(4S)-4-phenyl-1,3-oxazolidin-2-one (0.158 g, 0.968 mmol) was added to a stirred, 0° C. cooled mixture of sodium hydride (0.041 g, 1.014 mmol) in THF (2 ml) and the mixture was stirred at 0° C. for 15 min. 1,1-dimethylethyl 4-(bromomethyl)benzoate (0.25 g, 0.922 mmol) was then added and the reaction mixture was allowed to stirred at 0° C. for 30 min. Saturated ammonium chloride was added and the mixture was extracted with ethyl acetate (10 mL×2×). The combined organic fractions were dried over Na2SO4, filtered and the solvent was evaporated under reduced pressure to obtain 1,1-dimethylethyl 4-{[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]methyl}benzoate. The ester was taken to the next step without further purification.

Provenance & Evidence