Reacción #7796

Ecuación de reacción

4-bromo-2-fluoro benzyl bromide

sodium cyanide

→

4-bromo-2-fluoro benzyl cyanide

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reulting reaction mixture
2. 2
   Temperaturacooled to rt
3. 3
   Otroquenched with brine (50 mL)
4. 4
   Extracciónextracted with EtOAc (3×100 mL)
5. 5
   Lavadowashed with brine (50 mL)
6. 6
   Secadodried (MgSO4)
7. 7
   Concentraciónconcentrated in vacuo
8. 8
   OtroThe residue was purified by flash column (silica gel, hexanes:EtOAc 5:1)

Procedimiento

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)+.

Fuente