反应详情

温度

60 °C

To an acetic acid (7 ml) and conc. chloric acid (2 ml) solution of 1-tert-butyl-2-chloro-4-nitrobenzene (1.67 g, 7.8 mmol) was added zinc powder (4.1 g, 62 mmol) at 60° C. The reaction mixture was stirred at 60° C. for 1 hour. Zinc powder was filtered off and washed with H2O. The filtrate was concentrated in vacuo. The residue was dissolved in ethyl acetate and then the organic layer washed with saturated aqueous solution of sodium bicarbonate and brine, dried over sodium sulfate. After filtration to separate solvent and sodium sulfate, the solvent was removed under reduced pressure to give a residue, which was applied to a silica gel chromatography column and eluted with ethyl acetate/hexane=¼ to furnish 0.7 g (48% yield) of the title compound as a brown oil.

1. filtrationZinc powder was filtered off
2. washwashed with H2O
3. concentrationThe filtrate was concentrated in vacuo
4. dissolutionThe residue was dissolved in ethyl acetate
5. washthe organic layer washed with saturated aqueous solution of sodium bicarbonate and brine
6. dry with materialdried over sodium sulfate
7. filtrationAfter filtration
8. customto separate solvent and sodium sulfate
9. customthe solvent was removed under reduced pressure
10. customto give a residue, which
11. washeluted with ethyl acetate/hexane=¼