403-21-4

503315-74-0

Part A. Preparation of (3-fluoro-4-nitrophenyl)methanol. To a solution of 3-fluoro-4-nitrobenzoic acid (2.0 g, 10.8 mmol) in tetrahydrofuran (THF, 50 ml) was added dropwise borane-dimethyl sulfide complex (BH3-Me2S, 2.215 ml, 22.15 mmol) at 0 °C. The reaction mixture was stirred at 0 °C for 3 h, followed by warming up to 65 °C and continued stirring for 18 h. The reaction was carried out at 0 °C. Upon completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched by the slow addition of ice (50 g) followed by the addition of 1 M aqueous hydrochloric acid solution (100 ml). The reaction mixture was extracted with ethyl acetate (EtOAc, 200 ml), the organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give the title compound (3-fluoro-4-nitrophenyl)methanol as a white solid (1.79 g, 97% yield).