反应详情

A solution of sodium hydrosulfite (4.42 g, 21.45 mmol) in water (25 mL) was added dropwise to a solution of 2-fluoro-1-methyl-4-nitro-3-(phenyloxy)benzene (0.884 g, 3.58 mmol) in THF (10 mL). The mixture was stirred at room temperature overnight. The reaction mixture was extracted with ethyl acetate (3×25 mL). The combined organic layers were washed with brine and dried over sodium sulfate. The solvent was evaporated and the residue was purified by chromatography (ethyl acetate:hexane) to give [3-fluoro-4-methyl-2-(phenyloxy)phenyl]amine (0.444 g, 51.4%) as a colorless oil, which crystallized after standing overnight. 1H NMR (400 MHz, chloroform-d) δ ppm 7.23-7.33 (m, 2H), 7.03 (t, 1H), 6.94 (d, 2H), 6.83 (t, 1H), 6.51 (dd, 1H), 3.40 (br. s., 2H), 2.18 (d, 3H). ES MS: m/z 217.

1. extractionThe reaction mixture was extracted with ethyl acetate (3×25 mL)
2. washThe combined organic layers were washed with brine
3. dry with materialdried over sodium sulfate
4. customThe solvent was evaporated
5. customthe residue was purified by chromatography (ethyl acetate:hexane)