Water → 4-Bromo-6,7-dimethoxyquinoline

6,7-Dimethoxyquinolone (0.79 g) was dissolved in chlorobenzene (7 ml) to prepare a solution. Phosphorus oxybromide (3.34 g) was added to the solution, and the mixture was stirred at 150° C. for 6 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by column chromatography on silica gel using acetone-chloroform to give 4-bromo-6,7-dimethoxyquinoline (429 mg, yield 42%).

1. customto prepare a solution
2. temperatureThe reaction solution was cooled to room temperature
3. extractionthe mixture was extracted with ethyl acetate
4. washThe ethyl acetate layer was then washed with water and saturated brine
5. dry with materialwas dried over anhydrous sodium sulfate
6. customThe solvent was removed
7. distillationby distillation under the reduced pressure
8. customthe residue was purified by column chromatography on silica gel

ORD record

ord-1258c8dbdd7a49f2a01665cb93628667

Source dataset

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07560558B2