반응 #46037

반응 방정식

3-methyl-phenyl-boric acid

2-chloro-6-methyl-quinoline

potassium carbonate

→

2-(3-methylphenyl)-6-methyl-quinoline

용매

toluene

THF

H2O

THF

반응 조건

후처리

1. 1
   기타Subsequently, when reaction
2. 2
   추출The mixture is extracted
3. 3
   workup.ADDITIONis then treated with vacuum distillation
4. 4
   여과Then, after filtering the mixture with a silica gel column
5. 5
   workup.ADDITIONa solvent is treated with vacuum distillation
6. 6
   기타the mixture is re-crystallized
7. 7
   여과filtered

실험 절차

3-methyl-phenyl-boric acid (1.3 mmol), 2-chloro-6-methyl-quinoline (1 mmol), tetrakis(triphenyl phosphine) palladium(0) (0.05 mmol), and potassium carbonate (3 mmol) are dissolved in a two-neck round bottom flask containing THF (30 ml) and H2O (10 ml). The mixture is then stirred for 24 hours in a bath of 100 degrees Celsius (C). Subsequently, when reaction no longer occurs, the THF and toluene are discarded. The mixture is extracted by using dichloromethane and water, which is then treated with vacuum distillation. Then, after filtering the mixture with a silica gel column, a solvent is treated with vacuum distillation. Thereafter, by using dichloromethane and petroleum ether, the mixture is re-crystallized and filtered, thereby yielding solid 2-(3-methylphenyl)-6-methyl-quinoline.

출처