反应详情

温度

80 °C

To a solution of 2,3,4-trimethoxybenzoic acid (4.7 g, 22 mmol) and NaOAc (5.5 g, 40 mmol) in 35 ml AcOH was added a solution of bromine (1.5 ml, 29 mmol) in 35 ml AcOH. The reaction became red in color, which quickly faded. The mixture was heated to 80° C. for 1 h, at which point it was cooled to ambient temperature. The material was partitioned between dichloromethane and water. The organic layer was removed and the aqueous layer was extracted once with dichloromethane. The combined organic layers were dried with Na2SO4, filtered, and concentrated to give an oil which solidified on standing. The material was dissolved in diethyl ether and hexanes. Concentration to ½ the volume resulted in precipitation of a white solid. Filtration provided the title compound as a white solid. MS m/z: 293 (M+H+); calc'd for C10H11BrO5: 291.1

1. temperaturewas cooled to ambient temperature
2. customThe material was partitioned between dichloromethane and water
3. customThe organic layer was removed
4. extractionthe aqueous layer was extracted once with dichloromethane
5. dry with materialThe combined organic layers were dried with Na2SO4
6. filtrationfiltered
7. concentrationconcentrated
8. customto give an oil which
9. concentrationConcentration
10. customresulted in precipitation of a white solid
11. filtrationFiltration