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

The solution of 4-bromo-1-(bromomethyl)-2-fluorobenzene (20 g, 74 mmol) and potassium cyanide (10 g, 153 mmol) in the mixed solvent of ethanol (150 mL) and water (30 mL) was stirred at 70° C. for 1 hour. The resulting solution was diluted with water (50 mL), and then extracted with ethyl acetate (3×200 mL). All the organic solution was dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by flash column chromatography with 2-5% ethyl acetate in hexane to afford the title compound as a light yellow oil. MS ESI: [M+H]+ m/z 214; 1H NMR (400 MHz, CDCl3) δ 7.38-7.22 (m, 3H), 3.74 (s, 2H).

1. extractionextracted with ethyl acetate (3×200 mL)
2. dry with materialAll the organic solution was dried over sodium sulfate
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customThe crude residue was purified by flash column chromatography with 2-5% ethyl acetate in hexane

ORD record

ord-343d39502ad94dc5b029e69cf8c6b551

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09394282B2