Sodium Cyanide → 2-(4-Bromo-2-fluorophenyl)acetonitrile

Temperature

90 °C

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)+.

1. temperaturecooled at rt
2. customAfter quenching with brine (50 mL)
3. additiondiluted with EtOAc (100 mL)
4. washthe EtOAc layer was washed with brine (50 mL)
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1)

ORD record

ord-57e9aff840d84b2daacf95eb7f45676b

Source dataset

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07087601B2