Nitrogen → Linezolid

Participants

Reaction Steps

(S)-5-((dibenzylamino)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one (0.95 g, 2 mmol) and 0.1 g 10 wt % Pd—C were added to 20 mL acetone and the air was replaced with N2. The reaction went on under 5 Mpa hydrogen at room temperature for 5 hours. After filtered, acetic anhydrid (0.24 g, 2.4 mmol) and triethylamine (2.0 g, 20 mmol) were added and reacted for 2 hours at room temperature. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered, most part of the solvent was evaporated, frozen crystallized and filtered to provide the crude product. The crude product was recrystallized with ethyl acetate to provide 0.51 g of linezolid in 75% yield.

Provenance & Evidence