反应详情

Ethyl 6-nitrobenzo[d]isoxazole-3-carboxylate (12.7 mmol), iron (53.6 mmol), and ammonium chloride (56.1 mmol) were combined and diluted with ethanol (150 mL) and water (20 mL). The resulting suspension was heated at reflux, with vigorous stirring, for 2 h. The reaction mixture was filtered through Celite, diluted with brine (200 mL), and the resulting solution was extracted with ethyl acetate (200 mL). The organic layer was washed with of brine (3×200 mL), dried (magnesium sulfate), and concentrated. The residue was purified by chromatography (20/1 petroleum ether/ethyl acetate) to provide ethyl 6-aminobenzo[d]isoxazole-3-carboxylate 49.6% yield as a orange solid

1. temperatureThe resulting suspension was heated
2. temperatureat reflux, with vigorous stirring, for 2 h
3. filtrationThe reaction mixture was filtered through Celite
4. additiondiluted with brine (200 mL)
5. extractionthe resulting solution was extracted with ethyl acetate (200 mL)
6. washThe organic layer was washed with of brine (3×200 mL)
7. dry with materialdried (magnesium sulfate)
8. concentrationconcentrated
9. customThe residue was purified by chromatography (20/1 petroleum ether/ethyl acetate)