反应详情

A suspension of 23 g (56 mmol) N-acetyl-N-(2-benzyloxy4-bromo-6-nitro-phenyl)-acetamide, 5.5 g (34 mmol) iron(III) chloride and 13.8 g activated charcoal in 600 ml methanol was heated to reflux. To the reaction mixture were added 28 ml hydrazine hydrate (95%) to maintain gentie reflux. After complete reaction (2 h), the reaction mixture was cooled down and filtered through celite. The filter cake was washed thoroughly with dichloromethane/methanol and the filtrate was evaporated to dryness. The residue was partitioned between dichloromethane/methanol and water. The organic layer was washed with brine, dried over anhydrous magnesium sulphate and evaporated. The residue was recrystallized from boiling ethyl acetate/n-heptane to give 12.3 g (65%) of the title compound as a colourless solid. m.p. 185° C.

1. temperaturewas heated to reflux
2. temperatureto maintain gentie
3. temperaturereflux
4. customAfter complete reaction (2 h)
5. temperaturethe reaction mixture was cooled down
6. filtrationfiltered through celite
7. washThe filter cake was washed thoroughly with dichloromethane/methanol
8. customthe filtrate was evaporated to dryness
9. customThe residue was partitioned between dichloromethane/methanol and water
10. washThe organic layer was washed with brine
11. dry with materialdried over anhydrous magnesium sulphate
12. customevaporated
13. customThe residue was recrystallized