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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228550Generated: October 25, 2026

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

https://huagongshe.com/reaction/228550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-(2-Hydroxy-1-naphthyl)ethan-1-oneHCID 68455—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product1-{2-[(6,7-Dimethoxy-4-quinolyl)oxy]-1-naphthyl}-1-ethanoneHCID 5775644560%

Reaction Conditions

Temperature160 °C

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (100 mg), 2-hydroxy-1-acetonaphthone (250 mg), and 4-dimethylaminopyridine (164 mg) were suspended in o-dichlorobenzene (6 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 (100 mg, yield 60%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-e0cd4fcfe52d443ebbc77e9f44dc2558
Source noteuspto-grants-2009_07