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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228624Generated: October 26, 2026

Water → Ethyl 2-(6,7-dimethoxyquinolin-4-yloxy)-5-methoxybenzoate

https://huagongshe.com/reaction/228624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,2-DichlorobenzeneHCID 7239—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactant2-Ethoxy-5-methoxybenzoic acidHCID 18954574—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
ProductEthyl 2-(6,7-dimethoxyquinolin-4-yloxy)-5-methoxybenzoateHCID 23078318170%

Reaction Conditions

Temperature180 °C

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (514 mg), ethyl 5-methoxysalicylic acid (1.35 g), and 4-dimethylaminopyridine (843 mg) were suspended in o-dichlorobenzene (8 ml), and the suspension was stirred at 180° C. for 4 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine 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 (152 mg, yield 170%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-4cbeddd8ad1f4e89bf47dfeef17b0441
Source noteuspto-grants-2009_07