Benzyl Bromide → 2-(Benzyloxy)-4-fluoro-1-nitrobenzene

Participants

Reaction Steps

In DMF (300 ml), 5-fluoro-2-nitrophenol (10.0 g, 63.7 mmol), benzyl bromide (10.9 g, 63.7 mmol) and potassium carbonate (13.2 g, 95.6 mmol) were stirred at 80° C. for 4 hours. After cooling, the reaction mixture was poured in water (200 ml), followed by extraction with ether (2×200 ml). The extract was washed with saturated brine (200 ml), dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column, whereby from hexane-ethyl acetate (4:1) eluate fractions, the title compound (14.3 g, 91.3%) was obtained as a pale yellow amorphous substance.

Provenance & Evidence