반응 #657265

반응 방정식

3-Methylphenyl borate

2-chloro-4,6-dimethylquinoline

potassium carbonate

→

2-(3-methylphenyl)-4,7-dimethylquinoline

용매

THF

H2O

반응 조건

후처리

1. 1
   기타After completion of the reaction
2. 2
   기타the solvents were removed
3. 3
   추출The reaction mixture was extracted with dichloromethane and water
4. 4
   workup.DISTILLATIONdistilled under reduced pressure
5. 5
   기타The resulting residue was purified by silica gel column chromatography
6. 6
   workup.DISTILLATIONThe eluate was distilled under reduced pressure
7. 7
   기타The residue was recrystallized from dichloromethane and petroleum ether
8. 8
   여과filtered

실험 절차

3-Methylphenyl borate (1.3 mmol), 2-chloro-4,6-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 solvents were removed. The reaction mixture was extracted with dichloromethane and water and distilled under reduced pressure. The resulting residue was purified by silica gel column chromatography. The eluate was distilled under reduced pressure. The residue was recrystallized from dichloromethane and petroleum ether, and filtered to yield 2-(3-methylphenyl)-4,7-dimethylquinoline as a solid.

출처