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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1287620Generated: October 29, 2026

Ethanol → HCID 178469553, compound

https://huagongshe.com/reaction/1287620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
ReactantDiphenyl EtherHCID 7583—
Reactant4-FluoroanilineHCID 9731—
SolventDiethyl EtherHCID 3283—
ProductHCID 178469553HCID 17846955369%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 66.6 g (0.6 mole) of 4-fluoroaniline and 129.79 g (0.6 mole) of diethyl ethoxymethylenemalonate was prepared under a nitrogen atmosphere and heated to 140° C. The ethanol generated was allowed to vaporize during a reaction time of about one hour. To the mixture was added 500 ml of diphenyl ether. The mixture was stirred and heated to its reflux temperature, and maintained at reflux for 15 minutes. The mixture was then cooled, and diethyl ether was added. The product was separated by filtration, washed with diethyl ether and air dried to provide 97.3 g (69% yield) of ethyl 6-fluor-4-hydroxyquinoline-3-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03985753
Source datasetuspto-grants-1976_10
ORD IDord-b4fbe6c5531e4a99b62e7801eae37b66
Source noteuspto-grants-1976_10