Reaktion #315786

Reaktionsgleichung

4-Chloro-6,7-dimethoxyquinoline

ethyl salicylate

→

title compound

Ausbeute 63.3%

Ethyl 2-[(6,7-dimethoxy-4-quinolyl)oxy]benzoate

Ausbeute 63.3%

Lösungsmittel

o-dichlorobenzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction solution was cooled to room temperature
2. 2
   Sonstigethe solvent was removed by distillation under the reduced pressure
3. 3
   workup.ADDITIONWater was then added to the residue
4. 4
   Extraktionthe mixture was extracted with chloroform
5. 5
   WaschenThe chloroform layer was washed with water
6. 6
   Trocknenwas dried over anhydrous sodium sulfate
7. 7
   SonstigeThe solvent was removed
8. 8
   workup.DISTILLATIONby distillation under the reduced pressure
9. 9
   Sonstigethe residue was purified by column chromatography

Vorschrift

4-Chloro-6,7-dimethoxyquinoline (100 mg), ethyl salicylate (336 mg), and 4-dimethylaminopyridine (244 mg) were suspended in o-dichlorobenzene (1 ml), and the suspension was stirred at 120° C. overnight. 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 water and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-hexane to give the title compound (100 mg, yield 56%).

Quelle