Reacción #7800

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
   Temperaturacooled at rt
2. 2
   OtroAfter quenching with brine (50 mL)
3. 3
   workup.ADDITIONdiluted with EtOAc (100 mL)
4. 4
   Lavadothe EtOAc layer was washed with brine (50 mL)
5. 5
   Secadodried (MgSO4)
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated in vacuo
8. 8
   OtroThe residue was purified by flash chromatography (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 reaction was stirred at 90° C. for 1 h, and cooled at rt. After quenching with brine (50 mL) and diluted with EtOAc (100 mL), the EtOAc layer was washed with brine (50 mL), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1) to afford 4-bromo-2-fluoro benzyl cyanide as yellow solid. MS (ESI) 307 (M+H)+.

Fuente