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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1706336Generated: October 26, 2026

Methanol → 3-Furancarboxylic acid, 2,5-dimethyl-, methyl ester

https://huagongshe.com/reaction/1706336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1,1-DichloroethaneHCID 6365—
ReactantMethyl acetoacetateHCID 7757—
Reactant2-(Acetyloxy)propanalHCID 90728—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product3-Furancarboxylic acid, 2,5-dimethyl-, methyl esterHCID 80248—

Reaction Steps

12.2 parts by weight of anhydrous iron-III chloride followed by 44.9 parts by weight of 85.5 percent strength by weight α-acetoxypropionaldehyde are added to a solution of 34.8 parts by weight of methyl acetoacetate in 36 parts by weight of methanol, during which addition the mixture rises to the boil. The mixture is then refluxed for a further 1-6 hours and, when it has cooled, is mixed with 80 parts by weight of water and 37.5 parts by weight of dichloroethane; the water phase is separated off and is extracted twice, each time with 25 parts by weight of dichloroethane. The dichloroethane is distilled off under atmospheric pressure and the product is then distilled under reduced pressure. 39 parts by weight of 2,5-dimethylfuran-3-carboxylic acid methyl ester of boiling point 92° C./26 mbar are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04207243
Source datasetuspto-grants-1980_06
ORD IDord-070831e44dd6489fbf0c38adfbe88d25
Source noteuspto-grants-1980_06