2-Fluoro-4-hydroxybenzonitrile

105942-08-3

82380-18-5

General procedure for the synthesis of 2-fluoro-4-hydroxybenzonitrile from 4-bromo-2-fluorobenzonitrile: 4-bromo-2-fluorobenzonitrile (0.25 mmol), copper bromide (0.03 mmol), triethylamine (0.25 mmol, 1.0 eq.), formic acid (0.75 mmol, 3.0 eq.), and acetonitrile (179 mmol) were added to a reaction flask at room temperature. were used as reaction solvents. The reaction mixture was stirred at room temperature for 24 h under oxygen atmosphere. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, water (20 mL) and ethyl acetate (10 mL) were added to the reaction mixture for extraction, and the organic phases were combined and dried over anhydrous sodium sulfate. The dried organic phase was filtered and the filter cake was washed with ethyl acetate (5 mL × 3 times). Subsequently, the solvent was removed by rotary evaporator. The crude product was purified by column chromatography (eluent ratio: petroleum ether/ethyl acetate = 6:1) to afford the target product 2-fluoro-4-hydroxybenzonitrile in yellow liquid form in 82% yield.