Thionyl Chloride → (S)-4-(5,5-Dimethyl-2-oxo-4-phenyloxazolidin-3-yl)benzoyl chloride

Participants

Reaction Conditions

Reaction Steps

To a vial charged with (S)-4-(5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)benzoic acid (0.200 g, 0.642 mmol) was added DCM (2.57 mL) followed by thionyl chloride (0.469 mL, 6.42 mmol). The vial containing the resulting mixture was sealed and shaken at 40° C. for 2 hours. LC-MS indicated near complete conversion to desired product (primarily methyl ester peak identified). The mixture was dried under reduced pressure providing the product as a light yellow solid. Mass of product not obtained. m/z (ESI) 326.2 (M+H)+ (methyl ester ionization observed).

Provenance & Evidence