反応 #315903

反応方程式

2-Hydroxy-5-methyl-benzaldehyde

4-chloro-6,7-dimethoxyquinoline

→

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

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 removed by distillation under the reduced pressure
3. 3
   workup.ADDITIONWater was then added to the residue
4. 4
   抽出the mixture was extracted with chloroform
5. 5
   洗浄The chloroform layer was washed with 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 by distillation under the reduced pressure
8. 8
   その他the residue was purified by column chromatography

実験手順

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%).

出典