반응 #315685

반응 방정식

4-Chloro-6,7-dimethoxyquinoline

2-hydroxy-5-methylbenzaldehyde

→

title compound

수율 96.1%

2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methylbenzaldehyde

수율 96.1%

용매

o-dichlorobenzene

반응 조건

후처리

1. 1
   온도The reaction solution was cooled to room temperature
2. 2
   기타the solvent was then removed
3. 3
   workup.DISTILLATIONby distillation under the reduced pressure
4. 4
   workup.ADDITIONChloroform was added to the residue
5. 5
   세척The organic layer was washed with a 1 N aqueous sodium hydroxide solution and saturated brine
6. 6
   건조was dried over anhydrous magnesium sulfate
7. 7
   기타The solvent was removed
8. 8
   workup.DISTILLATIONby distillation under the reduced pressure
9. 9
   기타The residue was purified by column chromatography

실험 절차

4-Chloro-6,7-dimethoxyquinoline (113 mg), 2-hydroxy-5-methylbenzaldehyde (344 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 then removed therefrom by distillation under the reduced pressure. Chloroform was added to the residue. The organic layer was washed with a 1 N aqueous sodium hydroxide solution and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed therefrom by distillation under the reduced pressure. The residue was purified by column chromatography using chloroform to give the title compound (157 mg, yield 96%).

출처