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

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-Bromo-2-fluoro-1-methoxybenzene (107 g, 0.5244 mol, from step (ii) above), CuCN (70.4 g, 0.7866 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. Organic layer was washed with water and brine and dried over sodium sulfate. Solvent evaporation under reduced pressure followed by column chromatography over silica gel using 3% ethyl acetate in petroleum ether gave the sub-title compound (24.4 g) as a solid.

Provenance & Evidence