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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228721Generated: October 28, 2026

Benzaldehyde, 2-hydroxy-5-methyl- → HCID 23078271, compound

https://huagongshe.com/reaction/228721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehyde, 2-hydroxy-5-methyl-HCID 69184—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductHCID 23078271HCID 2307827196.1%

Reaction Conditions

Temperature160 °C

Reaction Steps

2-Hydroxy-5-methyl-benzaldehyde (344 mg), 4-chloro-6,7-dimethoxyquinoline (113 mg), and 4-dimethylaminopyridine (313 mg) were suspended in o-dichlorobenzene (5 ml), and the suspension was stirred at 160° C. for 2 hr. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. Water was then added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with aqueous sodium hydroxide solution 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 column chromatography using chloroform to give 2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-benzaldehyde (157 mg, yield 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-f8b258881a804681ac4aa0c38b334b2a
Source noteuspto-grants-2009_07