4-Bromo-2-fluoroanisole → 3-Fluoro-4-methoxybenzonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-2-fluoro-1-methoxybenzene (107 g, 0.52 mol; see step (ii) above), CuCN (70.4 g, 0.78 mol) in dry DMF (150 mL) was stirred at 120° C. overnight. The reaction mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The organic layer was washed with water and brine and then dried over sodium sulfate. Solvent evaporation under reduced pressure, followed by column chromatography over silica gel using 3% ethyl acetate in petroleum ether as eluent, gave 24.4 g of the sub-title compound as a solid.

Provenance & Evidence