反应详情

To a solution of 4-[4-(benzyloxy)phenoxy]-3-nitroanisole (1.23 g, 3.5 mmol) in ethanol (20 ml) were added an iron powder (0.90 g, 16.1 mg-atom) and a solution of ammonium chloride (0.11 g, 2.1 mmol) in water (2 ml), followed by reflux for 3 hours. The insoluble matter was filtered, and the filtrate was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with water, then with a saturated aqueous sodium chloride solution and dried, and thereafter the solvent was evaporated under reduced pressure. The residue was dissolved in a small amount of ethyl acetate, and the resulting solution was, after addition of 4N-hydrogen chloride/acetic acid solution (2 ml), stirred for 30 minutes. The precipitating crystals were collected by filtration and dried under reduced pressure to give the title compound (0.65 g).

1. temperatureby reflux for 3 hours
2. filtrationThe insoluble matter was filtered
3. additionthe filtrate was poured into water
4. extractionfollowed by extraction with ethyl acetate
5. washThe organic layer was washed with water
6. dry with materialwith a saturated aqueous sodium chloride solution and dried
7. customthe solvent was evaporated under reduced pressure
8. dissolutionThe residue was dissolved in a small amount of ethyl acetate
9. additionafter addition of 4N-hydrogen chloride/acetic acid solution (2 ml)
10. filtrationThe precipitating crystals were collected by filtration
11. customdried under reduced pressure