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

Temperature

40 °C

To a solution of 4-bromo-1-(bromomethyl)-2-fluorobenzene (5.0 g, 18.7 mmol) in DMF (80 mL) and H2O (8 mL) was added KCN (1.21 g, 18.7 mmol). The mixture was heated to 40° C. for 3 hours before it was cooled down to room temperature. The reaction was diluted with H2O (40 mL) and extracted with Et2O (3×100 mL). The combined organic layers were washed with brine and dried over Na2SO4. The solvent was removed and the residue was purified by flash column chromatography (0–15% EtOAc in hexanes) to give the product (3.5 g, 87% yield). 1H NMR (300 MHz, CDCl3) δ: 3.72 (s, 2 H), 7.26–7.35 (m, 3 H).

1. temperaturewas cooled down to room temperature
2. extractionextracted with Et2O (3×100 mL)
3. washThe combined organic layers were washed with brine
4. dry with materialdried over Na2SO4
5. customThe solvent was removed
6. customthe residue was purified by flash column chromatography (0–15% EtOAc in hexanes)

ORD record

ord-3077ebc5686d4589b7329f2d28623f87

Source dataset

uspto-grants-2006_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07148226B2