تفاعل #657267

معادلة التفاعل

3-Methylphenyl borate

2-chloro-3,7-dimethylquinoline

potassium carbonate

→

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

المذيبات

THF

H2O

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter completion of the reaction
2. 2
   أخرىthe THF and the toluene were removed
3. 3
   استخلاصThe reaction mixture was extracted with dichloromethane and water
4. 4
   workup.DISTILLATIONThe extract was distilled under reduced pressure
5. 5
   أخرىpurified by silica gel column chromatography
6. 6
   workup.DISTILLATIONThe eluate was distilled under reduced pressure
7. 7
   أخرىrecrystallized from dichloromethane and petroleum ether
8. 8
   أخرىto obtain a precipitate
9. 9
   ترشيحThe precipitate was filtered

الإجراء التجريبي

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.

المصدر