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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228546Generated: October 29, 2026

Water → 1-{5-Chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]-4-methylphenyl}-1-ethanone

https://huagongshe.com/reaction/228546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactant5'-Chloro-2'-hydroxy-4'-methylacetophenoneHCID 598229—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product1-{5-Chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]-4-methylphenyl}-1-ethanoneHCID 2487914645%

Reaction Conditions

Temperature150 °C

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (100 mg), 5-chloro-2-hydroxy-4-methylacetophenone (248 mg), and 4-dimethylaminopyridine (164 mg) were suspended in o-dichlorobenzene (6 ml), and the suspension was stirred at 150° C. for 2 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-chloroform to give the title compound (71 mg, yield 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-59a76c74ed1d407591fc7cad9ed468e4
Source noteuspto-grants-2009_07