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

Temperature

26 °C

To a suspension of NaCN (2.085 g, 42.5 mmol) in DMF (20 mL) was added to a solution of 4-bromo-1-(bromomethyl)-2-fluorobenzene (5.7 g, 21.27 mmol) in DMF (20 mL). The mixture was stirred at 26° C. for 10 h. Then the solution was concentrated and partioned between EA (50 mL) and saturated NaHCO3 solution (50 mL). The organic extract was washed with brine (50 mL), dried over MgSO4, filtered and concentrated to give a off white solid of 2-(4-bromo-2-fluorophenyl)acetonitrile (4.01 g, 18.74 mmol, 88% yield): 1H NMR (400 MHz, CDCl3) δ 7.24-7.37 (m, 3H), 3.70 (s, 2H).

1. concentrationThen the solution was concentrated
2. extractionThe organic extract
3. washwas washed with brine (50 mL)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated

ORD record

ord-f5b915cfc2ca4287bd970c964cc7973b

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09382238B2