反应详情

温度

100 °C

3-Methylphenyl borate (1.3 mmol), 2-chloro-3,7-dimethylquinoline (1 mmol), tetrakis(triphenylphosphine)palladium(O) (0.05 mmol) and potassium carbonate (3 mmol) were dissolved in THF (30 mL) and H2O (10 mL). The resulting solution was stirred in a bath at 100° C. for 24 hours. After completion of the reaction, the THF and the toluene were removed. The reaction mixture was extracted with dichloromethane and water. The extract was distilled under reduced pressure and purified by silica gel column chromatography. The eluate was distilled under reduced pressure and recrystallized from dichloromethane and petroleum ether to obtain a precipitate. The precipitate was filtered to yield 2-(3-methylphenyl)-3,7-dimethylquinoline as a solid.

1. customAfter completion of the reaction
2. customthe THF and the toluene were removed
3. extractionThe reaction mixture was extracted with dichloromethane and water
4. distillationThe extract was distilled under reduced pressure
5. custompurified by silica gel column chromatography
6. distillationThe eluate was distilled under reduced pressure
7. customrecrystallized from dichloromethane and petroleum ether
8. customto obtain a precipitate
9. filtrationThe precipitate was filtered