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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228527Generated: October 25, 2026

Water → 4-[(1,6-Dibromo-2-naphthyl)oxy]-6,7-dimethoxyquinoline

https://huagongshe.com/reaction/228527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Naphthol, 1,6-dibromo-HCID 27768—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product4-[(1,6-Dibromo-2-naphthyl)oxy]-6,7-dimethoxyquinolineHCID 6882971867%

Reaction Conditions

Temperature150 °C

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (223 mg), 1,6-dibromo-2-naphthol (910 mg), and 4-dimethylaminopyridine (366 mg) were suspended in o-dichlorobenzene (3 ml), and the suspension was stirred at 150° 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-chloroform to give 4-[(1,6-dibromo-2-naphthyl)oxy]-6,7-dimethoxyquinoline (326 mg, yield 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-1c329b09909a4651a0afb3a40c21d47c
Source noteuspto-grants-2009_07