反应详情

A mixture of 3,4,5-trimethoxybenzaldehyde (9.80 g, 50 mmol), nitromethane (18 ml), ammonium acetate (4.11 g) and acetic acid (38 ml) was heated and refluxed for 2 hours. After the reaction mixture was concentrated under reduced pressure, 10% aqueous sodium hydroxide solution was added to the residue and the reaction mixture was extracted with dichloromethane, washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled out under reduced pressure and the residue was purified by silica gel chromatography (dichloromethane) and recrystallized to yield trans-3,4,5-trimethoxy-β-nitrostyrene (4.96 g, 41%). Properties: mp 116-118° C. (ethanol)

1. temperaturewas heated
2. temperaturerefluxed for 2 hours
3. concentrationAfter the reaction mixture was concentrated under reduced pressure, 10% aqueous sodium hydroxide solution
4. additionwas added to the residue
5. extractionthe reaction mixture was extracted with dichloromethane
6. washwashed with water
7. dry with materialdried over anhydrous magnesium sulfate
8. distillationThe solvent was distilled out under reduced pressure
9. customthe residue was purified by silica gel chromatography (dichloromethane)
10. customrecrystallized