반응 #1552052

반응 방정식

3-methylphenyl boronic acid

2-chloro-6-fluoroquinoline

potassium carbonate

toluene

→

2-(3-methylphenyl)-6-fluoroquinoline

수율 80.1%

용매

H2O

tetrahydrofuran

THF

반응 조건

후처리

1. 1
   기타are removed
2. 2
   추출The reaction mixture is extracted with dichloromethane and water
3. 3
   workup.DISTILLATIONbeing distilled under reduced pressure
4. 4
   여과The resulting residence is filtered by silica gel column
5. 5
   workup.DISTILLATIONdistilled under reduced pressure again
6. 6
   기타Next, by re-crystallizing
7. 7
   여과filtering

실험 절차

3-methylphenyl boronic acid (13 mmol), 2-chloro-6-fluoroquinoline (10 mmol), tetrakis(triphenylphosphine)palladium(0) (0.5 mmol) and potassium carbonate (15 g) are put in a two-neck round-bottom flask and dissolved in tetrahydrofuran (THF) (30 mL) and H2O (10 mL). Subsequently, the resulting solution is stirred in a bath under a temperature of about 100° C. for 24 hours. After completion of the reaction, THF and toluene are removed. The reaction mixture is extracted with dichloromethane and water, and then being distilled under reduced pressure. The resulting residence is filtered by silica gel column and distilled under reduced pressure again. Next, by re-crystallizing and filtering, 2-(3-methylphenyl)-6-fluoroquinoline (1.9 g) is yielded.

출처