Potassium Cyanide → 2-(3-Bromo-5-fluorophenyl)acetonitrile

Participants

Reaction Steps

To a solution of 3-bromo-5-fluorobenzyl bromide (3.2 g, 0.0112 mole) in 1,4-dioxane (20 mL) was added a solution of KCN (0.82 g, 0.013 mole) in H2O (5 mL) and EtOH (5 mL), refluxed for 2 hours. Extracted with ether, washed with brine, dried over MgSO4, concentrated. Column chromatography using hexane/ethyl acetate (19:1). 3-Bromo-5-fluorophenylacetonitrile obtained was a colorless oil: 1H NMR (DMSO-d6) d 4.15 ( s, 2H), 7.29( d, 1H, J=9.37 Hz), 7.47(s, 1H), 7.55(d, 1H, J=8.45 Hz); MS( EI) M+m/z 213; Anal. Calc. For C8H5BrFN: C, 44.89, H, 2.35, N,6.54. Found: C, 44.88, H, 2.32, N, 6.46.

Provenance & Evidence