Sodium Azide → 4-(azidomethyl)-3-fluorobenzonitrile

Participants

Reaction Steps

Sodium azide (Aldrich, 0.63 g, 9.8 mmol) was added to a solution of 3-fluoro-4-(bromomethyl)benzonitrile (compound 5-3, 1.4 g, 6.5 mmol) in DMF (15 ml). After stirring at ambient temperature for 20 hours, the reaction mixture was partitioned in EtOAc and water (100 ml, each). Organic layer was then dried (MgSO4), and solvent was removed under vacuum to give the title compound (0.995 g, 86%). 1H NMR (CDCl3): δ 4.50 (s, 2H), 7.38 (d, 2H, J=8.1 Hz), 7.52 (m, 2H)

Provenance & Evidence