Water → 2-(4-Bromo-2-fluorophenyl)acetonitrile

Temperature

70 °C

To a solution of 4-bromo-1-bromomethyl-2-fluoro-benzene (8.15 g, 30.4 mmol) dissolved in DMF (16 mL) were added sodium cyanide (2.24 g, 45.6 mmol) and water (2 mL). The reaction was stirred for one hour at 70° C. To the reaction was added 130 mL water; 120 mL saturated NaHCO3, and 100 mL EtOAc. The layers were separated, and the aqueous layer was extracted with 3×100 mL EtOAc. The combined organics were washed with 100 mL water, and then dried over Na2SO4. After filtering off the solids, the mother liquor was concentrated to the desired product by rotary evaporation (6.5 g, 99% yield). MS (APCI): 240 (M+H), 242 (M+2+H).

1. customThe layers were separated
2. extractionthe aqueous layer was extracted with 3×100 mL EtOAc
3. washThe combined organics were washed with 100 mL water
4. dry with materialdried over Na2SO4
5. filtrationAfter filtering off the solids
6. concentrationthe mother liquor was concentrated to the desired product by rotary evaporation (6.5 g, 99% yield)

ORD record

ord-f04855ef7bb3444b9ab85fe7a27c1907

Source dataset

uspto-grants-2009_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07473790B2