反应详情

A mixture of N-[2-(benzyloxy)-4-bromo-6-nitrophenyl]-N-(2-methoxyethyl)acetamide (11.7 g, 27.7 mmol, Step 2) and iron powder (7.74 g, 139 mmol) in acetic acid (150 mL) was refluxed with stirring for 5 hours. After cooling to room temperature, the mixture was filtered through a pad of Celite, and the filtrate was concentrated in vacuo. The residue was poured onto water, and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (gradient elution from 2:1 to 1:1) to afford the title compound as a pale green solid (9.74 g, 93%).

1. temperaturewas refluxed
2. filtrationthe mixture was filtered through a pad of Celite
3. concentrationthe filtrate was concentrated in vacuo
4. additionThe residue was poured onto water
5. extractionthe aqueous layer was extracted with ethyl acetate
6. washThe combined organic layer was washed with brine
7. dry with materialdried over magnesium sulfate
8. concentrationconcentrated in vacuo
9. customThe residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (gradient elution from 2:1 to 1:1)