Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228712Generated: October 26, 2026

Water → 1-[4-Chloro-2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-ethanone

https://huagongshe.com/reaction/228712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactant1-(4-Chloro-2-hydroxy-5-methylphenyl)ethanoneHCID 12135029—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product1-[4-Chloro-2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-ethanoneHCID 5775638210%

Reaction Conditions

Temperature140 °C

Reaction Steps

1-(4-Chloro-2-hydroxy-5-methyl-phenyl)-ethanone (193 mg), 4-chloro-6,7-dimethoxyquinoline (468 mg), and 4-dimethylaminopyridine (385 mg) were suspended in o-dichlorobenzene (5 ml) to prepare a suspension which was then stirred at 140° C. for 24 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 magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-hexane to give the title compound (39 mg, yield 10%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-757993e70236446689193921b610e3f2
Source noteuspto-grants-2009_07