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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228701Generated: October 29, 2026

1-(2-Hydroxy-5-methoxyphenyl)ethan-1-one → HCID 24879270, compound

https://huagongshe.com/reaction/228701

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Hydroxy-5-methoxyphenyl)ethan-1-oneHCID 69714—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductHCID 24879270HCID 2487927010.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

2-Hydroxy-5-methoxyacetophenone (11.1 g), 4-chloro-6,7-dimethoxyquinoline (5.00 g), and 4-dimethylaminopyridine (8.10 g) were suspended in o-dichlorobenzene (40 ml) to prepare a suspension which was then stirred at 120° C. for 48 hr. The reaction solution was cooled to room temperature, and the solvent was then removed by distillation under the reduced pressure. Water was added to the residue, and the mixture was extracted with chloroform. The chloroform 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. The residue was purified by column chromatography using acetone-hexane to give 1-[2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methoxy-phenyl]-ethanone (802 mg, yield 10%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-3db23b8951644ee4a04505d755581f60
Source noteuspto-grants-2009_07