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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228515Generated: October 27, 2026

Water → 2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methoxybenzaldehyde

https://huagongshe.com/reaction/228515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Hydroxy-5-methoxybenzaldehydeHCID 95695—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventChlorobenzeneHCID 7964—
Product2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methoxybenzaldehydeHCID 2307827980.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

4-Chloro-6,7-dimethoxyquinoline (2.23 g), 2-hydroxy-5-methoxybenzaldehyde (6.08 g), and 4-dimethylaminopyridine (4.88 g) were suspended in monochlorobenzene (40 ml), and the suspension was stirred at 130° C. overnight. The reaction solution was cooled to room temperature, and water was then added to the reaction solution. 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 chromatography on silica gel using ethyl acetate-hexane for development to give 2-[(6,7-dimethoxy-4-quinolyl)oxy]-5-methoxybenzaldehyde (2.72 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-85eaaca9a3824ade90850dd25ee264a2
Source noteuspto-grants-2009_07