反応 #315685

反応方程式

4-Chloro-6,7-dimethoxyquinoline

2-hydroxy-5-methylbenzaldehyde

→

title compound

収率 96.1%

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

収率 96.1%

溶媒

o-dichlorobenzene

反応条件

後処理

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

実験手順

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%).

出典