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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228549Generated: October 25, 2026

Water → 1-{1-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-naphthyl}-1-ethanone

https://huagongshe.com/reaction/228549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1'-Hydroxy-2'-acetonaphthoneHCID 69733—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product1-{1-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-naphthyl}-1-ethanoneHCID 5775640730%

Reaction Conditions

Temperature160 °C

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (100 mg), 1-hydroxy-2-acetonaphthone (250 mg), and 4-dimethylaminopyridine (164 mg) were suspended in o-dichlorobenzene (5 ml), and the suspension was stirred at 160° 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 (5 mg, yield 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-410128ba2a3f456e99627d1d58d39767
Source noteuspto-grants-2009_07