反応 #657266

反応方程式

3-Methylphenyl borate

2-chloro-3,6-dimethylquinoline

potassium carbonate

→

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

溶媒

THF

H2O

反応条件

後処理

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

実験手順

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.

出典