反应详情

An ethanol solution (75 mL) containing 1-chloro-3-methyl-5-nitro-benzene (5.0 g, 29 mmol) are added with SnCl2.2H2O (32.8 g, 146 mmol). The reaction mixture was reflux for 3.0 h. The solution was concentrated under vacuum, and the residue was re-dissolved in aqueous NaOH, filtered, and extracted with EtOAc. The organic layer was collected, washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give 3-chloro-5-methyl-phenylamine (4.0 g) as light yellow solids in 97% yield: 1H NMR (500 MHz, CDCl3) δ 6.56 (s, 1H), 6.48 (s, 1H), 6.36 (s, 1H), 3.66 (bs, 2H), 2.23 (s, 3H); ESI-MS: m/z 141.7 (M+H)+.

1. temperatureThe reaction mixture was reflux for 3.0 h
2. concentrationThe solution was concentrated under vacuum
3. dissolutionthe residue was re-dissolved in aqueous NaOH
4. filtrationfiltered
5. extractionextracted with EtOAc
6. customThe organic layer was collected
7. washwashed with brine
8. dry with materialdried over MgSO4
9. concentrationconcentrated under reduced pressure
10. customThe residue was purified by column chromatography on silica gel