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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228606Generated: October 30, 2026

4-Chloro-6,7-dimethoxyquinoline → Ethyl 4-chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]benzoate

https://huagongshe.com/reaction/228606

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
ReactantBenzoic acid, 4-chloro-2-hydroxy-, ethyl esterHCID 12548597—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductEthyl 4-chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]benzoateHCID 577566008%

Reaction Conditions

Temperature120 °C

Reaction Steps

Ethyl 4-chlorosalicylate (174 mg), 4-chloro-6,7-dimethoxyquinoline (195 mg), and 4-dimethylaminopyridine (320 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 therefrom 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 (26 mg, yield 8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-9cf4386361194d9099a9a65d40e0cbca
Source noteuspto-grants-2009_07