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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1111185Generated: October 30, 2026

Hydrochloric Acid → 4-(5-Fluoro-2-hydroxyphenyl)-4-oxobut-2-enoic acid

https://huagongshe.com/reaction/1111185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMaleic AnhydrideHCID 7923—
Reactant4-FluoroanisoleHCID 9987—
ReactantAluminum(III) ChlorideHCID 6451240—
Solvent1,2-DichloroethaneHCID 11—
Product4-(5-Fluoro-2-hydroxyphenyl)-4-oxobut-2-enoic acidHCID 14555258—

Reaction Conditions

Temperature50 °C

Reaction Steps

Into 100 ml of 1,2-dichloroethane, maleic anhydride (11.3 g, 114 mmol) and anhydrous aluminum chloride (31.0 g, 228 mmol) were dissolved by heating at 50° C. for 15 minutes, and then p-fluoroanisole (12.6 g, 100 mmol) was added dropwise. The mixture was refluxed for an hour and then poured into 60 ml of concentrated hydrochloric acid with 400 g of cracked ice. Resulting crystals deposited out therein were obtained through a filtration, washed with water and dried in vacuo to give 16.0 g (80.0%) of the subject desired compound as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04978758
Source datasetuspto-grants-1990_12
ORD IDord-03803590bf224d52942a1b5f7bdd9777
Source noteuspto-grants-1990_12