Sodium Cyanide → 2-(4-Bromo-2-fluorophenyl)acetonitrile

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 4-bromo-2-fluoro benzyl bromide (1.5 g, 5.6 mmol) in DMF (50 mL) was added sodium cyanide (0.8 g, 16.8 mmol). The reulting reaction mixture was stirred at 90° C. for 1 h, cooled to rt, quenched with brine (50 mL) and extracted with EtOAc (3×100 mL). The organic layers were combined, washed with brine (50 mL), dried (MgSO4) and concentrated in vacuo. The residue was purified by flash column (silica gel, hexanes:EtOAc 5:1) to afford 4-bromo-2-fluoro benzyl cyanide as yellow solid. MS (ESI) 307 (M+H)+.

Provenance & Evidence