تفاعل #68709

معادلة التفاعل

3-Methylphenyl borate

2-chloro-6-methoxyquinoline

potassium carbonate

→

2-(3-methylphenyl)-6-methoxyquinoline

المذيبات

THF

H2O

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

3-Methylphenyl borate (1.3 mmol), 2-chloro-6-methoxyquinoline (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)-6-methoxyquinoline as a solid.

المصدر