58534-94-4

58534-95-5

General procedure for the synthesis of 3-bromo-2-fluoroaniline from 2-fluoro-3-bromonitrobenzene: To a mixed solution of 1-bromo-2-fluoro-3-nitrobenzene (13.75 g, 62.76 mmol), acetic acid (26.36 g, 439 mmol), ethanol (150 mL), and water (60 mL) was added, in portions, at room temperature, powdered iron (9.14 g, 163 mmol). The reaction mixture was stirred for 16 h at room temperature and subsequently neutralized with 5N sodium hydroxide solution. The neutralized mixture was extracted with ethyl acetate and the organic layer was sequentially washed with saturated brine, dried over anhydrous sodium sulfate and finally concentrated under reduced pressure. The residue was purified by silica gel fast column chromatography (petroleum ether/ethyl acetate=10:1) to afford the target product 3-bromo-2-fluoroaniline (7.77 g, 65% yield) as a brown oil.