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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228849Generated: October 25, 2026

Hydrochloric Acid → 2-(2,4-Difluoro-phenyl)-quinolin-3-ol

https://huagongshe.com/reaction/228849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant2-AminobenzaldehydeHCID 68255—
Reactant2-Chloro-1-(2,4-difluorophenyl)ethanoneHCID 588083—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2-(2,4-Difluoro-phenyl)-quinolin-3-olHCID 2307850941%

Reaction Steps

2-Aminobenzaldehyde (360 mg) and 2-chloro-1-(2,4-difluoro-phenyl)-ethanone (585 mg) were dissolved in methanol (15 ml) to prepare a solution. Sodium hydroxide (310 mg) and water (3 ml) were added to the solution, and the mixture was stirred at room temperature overnight. A dilute hydrochloric acid was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using ethyl acetate-hexane to give 2-(2,4-difluoro-phenyl)-quinolin-3-ol (237 mg, yield 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-dcdb4fd8ae3a4aeebc5a32bb4d3cf2a3
Source noteuspto-grants-2009_07