Dimethylformamide → 2-Fluoro-4-methylbenzonitrile

Participants

Reaction Steps

A mixture of 4-bromo-3-fluorotoluene (2 g, 10.6 mmol) and cuprous cyanide (1.4 g, 15.9 mmol) in DMF (15 mL) was heated at reflux for 4 h. The reaction mixture was diluted with ethyl acetate, washed with aqueous ammonia, dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by column chromatography (EtOAc:n-hexane, 1:4) to give the title compound (1.0 g, 70%).

Provenance & Evidence