4-Bromo-3-fluoro-N-methoxy-N-methylbenzamide → 1-(4-Bromo-3-fluorophenyl)ethan-1-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-bromo-3-fluoro-N-methoxy-N-methylbenzamide (58.5 g, 0.223 mol) in tetrahydrofuran (500 mL) was added 3.00 M of methylmagnesium chloride in tetrahydrofuran (125 mL, 0.38 mol) at 0° C. The mixture was stirred for 1 h at 0° C., and was quenched with cold saturated NH4Cl solution (150 mL). The organic layer was separated and concentrated under reduced pressure. The residue was diluted with ethyl acetate (100 mL). The aqueous layer was diluted with water (100 mL) and was extract with ethyl acetate (3×50 mL). The organic solution and extracts were combined, washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure to give product (48.4 g, 99%) which was directly used in next step without further purification.

Provenance & Evidence