Potassium Fluoride → (5R)-3-(3-Fluoro-4-iodophenyl)-5-[(4-fluoromethyl-1H-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one

Participants

Reaction Conditions

Reaction Steps

A mixture of (5R)-3-(3-fluoro-4-iodophenyl)-5-(4-bromomethyl-1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (6.94 g, 14.4 mmol), potassium fluoride (4.19 g, 72.1 mmol), and 1-butyl-3-methylimidazolium tetrafluoroborate (18.4 mL) in acetonitrile (250 mL) and water (1.5 mL) was heated to 90° C. overnight. The reaction mixture was diluted with ethyl acetate, washed with water, dried over magnesium sulfate, and evaporated to dryness. The involatile residue was purified by chromatography on silica gel [elution with ethyl acetate] gave the title compound as an off-white amorphous solid (2.7 g, 45%).

Provenance & Evidence