반응 #315903

반응 방정식

2-Hydroxy-5-methyl-benzaldehyde

4-chloro-6,7-dimethoxyquinoline

→

2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-benzaldehyde

수율 96.1%

용매

o-dichlorobenzene

반응 조건

후처리

1. 1
   온도The reaction solution was cooled to room temperature
2. 2
   기타the solvent was removed by distillation under the reduced pressure
3. 3
   workup.ADDITIONWater was then added to the residue
4. 4
   추출the mixture was extracted with chloroform
5. 5
   세척The chloroform layer was washed with aqueous sodium hydroxide solution and saturated brine
6. 6
   건조was dried over anhydrous magnesium sulfate
7. 7
   기타The solvent was removed by distillation under the reduced pressure
8. 8
   기타the residue was purified by column chromatography

실험 절차

2-Hydroxy-5-methyl-benzaldehyde (344 mg), 4-chloro-6,7-dimethoxyquinoline (113 mg), and 4-dimethylaminopyridine (313 mg) were suspended in o-dichlorobenzene (5 ml), and the suspension was stirred at 160° C. for 2 hr. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. Water was then added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with aqueous sodium hydroxide solution and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using chloroform to give 2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-benzaldehyde (157 mg, yield 96%).

출처