Reacción #1350611

Ecuación de reacción

Sodium azide

3-fluoro-4-(bromomethyl)benzonitrile

compound 39

3-fluoro-4-(bromomethyl)benzonitrile

→

title compound

Rendimiento 86.9%

3-fluoro-4-(azidomethyl)benzonitrile

Rendimiento 86.9%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction mixture was partitioned in EtOAc
2. 2
   SecadoOrganic layer was then dried (MgSO4), and solvent
3. 3
   Otrowas removed under vacuum

Procedimiento

Sodium azide (Aldrich, 0.63 g, 9.8 mmol) was added to a solution of 3-fluoro-4-(bromomethyl)benzonitrile (compound 39, 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%). 1HNMR (CDCl3) δ4.50 (s, 2H), 7.38 (d, 2H, J=8.1 Hz), 7.52 (m, 2H).

Fuente