反应 #657266

反应方程式

3-Methylphenyl borate

2-chloro-3,6-dimethylquinoline

potassium carbonate

→

2-(3-methylphenyl)-3,6-dimethylquinoline

溶剂

THF

H2O

反应条件

后处理

1. 1
   其他After completion of the reaction
2. 2
   其他the THF and the toluene were removed
3. 3
   萃取The reaction solution was extracted with dichloromethane and water
4. 4
   workup.DISTILLATIONdistilled under reduced pressure
5. 5
   其他The resulting residue was purified by silica gel column chromatography
6. 6
   workup.DISTILLATIONThe eluate was distilled under reduced pressure
7. 7
   其他The residue was recrystallized from dichloromethane and petroleum ether
8. 8
   过滤filtered

实验过程

3-Methylphenyl borate (1.3 mmol), 2-chloro-3,6-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 THF and the toluene were removed. The reaction solution 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)-3,6-dimethylquinoline as a solid.

来源