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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1706337Generated: October 25, 2026

Methyl acetoacetate → 3-Furancarboxylic acid, 2,5-dimethyl-, methyl ester

https://huagongshe.com/reaction/1706337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant2-(Acetyloxy)propanalHCID 90728—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
Product3-Furancarboxylic acid, 2,5-dimethyl-, methyl esterHCID 80248—

Reaction Conditions

Temperature20 °C

Reaction Steps

27 parts by weight of anhydrous iron-III chloride are added to a solution of 116 parts by weight of methyl acetoacetate in 120 parts by weight of methanol and thereafter 149 parts by weight of 85.5 percent strength α-acetoxypropionaldehyde are added dropwise, sufficiently slowly that the temperature does not rise above 37° C. The mixture is stirred overnight at room temperature (20° C.), is then boiled for 2 hours, and, when it has cooled, is worked up as described in Example 1. Distillation gives 116.6 parts by weight of 2,5-dimethylfuran-3-carboxylic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04207243
Source datasetuspto-grants-1980_06
ORD IDord-30828b858241423fa202fd29149a5bd0
Source noteuspto-grants-1980_06