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

A solution of 4-bromo-1-(bromomethyl)-2-fluorobenzene (20 g, 74 mmol) and potassium cyanide (10 g, 150 mmol) in 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 EtOAc (3×200 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by MPLC on Silica gel (eluting with 2-5% EtOAc/hexane) to afford the title compound as a light yellow oil. 1H NMR (400 MHz, CDCl3) δ 7.38-7.22 (m, 3H), 3.74 (s, 2H). MS ESI: [M+H]+ m/z 214.

1. extractionextracted with EtOAc (3×200 mL)
2. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customThe crude residue was purified by MPLC on Silica gel (eluting with 2-5% EtOAc/hexane)

ORD record

ord-155ca30dd10a4ccfa6b80f6134bd361b

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08962608B2