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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228719Generated: October 26, 2026

4-Chloro-6,7-dimethoxyquinoline → Methyl 8-[2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-8-oxo-octanoate

https://huagongshe.com/reaction/228719

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
ReactantMethyl 8-(2-hydroxy-5-methyl-phenyl)-8-oxo-octanoateHCID 23078392—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductMethyl 8-[2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-8-oxo-octanoateHCID 230785553.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

Methyl 8-(2-hydroxy-5-methyl-phenyl)-8-oxo-octanoate (271 mg), 4-chloro-6,7-dimethoxyquinoline (220 mg), and 4-dimethylaminopyridine (237 mg) were suspended in o-dichlorobenzene (20 ml) to prepare a suspension which was then 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 by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-hexane to give the title compound (16 mg, yield 3.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-3ba3c43e315f4bf9a1b448b5cece57f5
Source noteuspto-grants-2009_07