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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491525Generated: November 1, 2026

Citric Acid → 6-[(2,3-Dichlorophenyl)methyl]-8-fluoro-1-(2-hydroxyethyl)-4-oxo-quinoline-3-carboxylic acid

https://huagongshe.com/reaction/491525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 6-(2,3-dichlorobenzyl)-1,4-dihydro-8-fluoro-1-(2-hydroxyethyl)-4-oxo-3-quinolinecarboxylateHCID 23083944—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
Product6-[(2,3-Dichlorophenyl)methyl]-8-fluoro-1-(2-hydroxyethyl)-4-oxo-quinoline-3-carboxylic acidHCID 527696994.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

Ethyl 6-(2,3-dichlorobenzyl)-1,4-dihydro-8-fluoro-1-(2-hydroxyethyl)-4-oxo-3-quinolinecarboxylate (80 mg, 0.18 mmol) obtained in Step 6 was dissolved in a mixed solvent of ethanol (2 ml) and THF (1 ml), 1N aqueous sodium hydroxide solution (1 ml, 1.0 mmol) was added, and the mixture was stirred with heating at 60° C. for 1 hr. After allowing to cool, 10% aqueous citric acid solution was added to the reaction mixture. The precipitated solid was collected by filtration, washed with 30% aqueous ethanol and vacuum dried to give the object product (70 mg, yield 93%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531554B2
Source datasetuspto-grants-2009_05
ORD IDord-397ded8f374f41d4bd106753b9032e85
Source noteuspto-grants-2009_05