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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249990Generated: October 26, 2026

Citraconic Anhydrides → 3-Bromo-4-methyl-2,5-dihydrofuran-2,5-dione

https://huagongshe.com/reaction/249990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitraconic AnhydridesHCID 12012—
ReactantBromineHCID 24408—
ReactantAluminum bromideHCID 24409—
SolventEthyl AcetateHCID 8857—
Product3-Bromo-4-methyl-2,5-dihydrofuran-2,5-dioneHCID 105838549,023.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 3-methyl-2,5-furandione (citraconic anhydride, 1 g), AlBr3 (26 mg) and Br2 (0.46 mL) was heated at 120° C. overnight. Ethyl acetate was then added and the organic phase was washed with HCl 0.1% and then with brine. The organic phase was dried and concentrated in vacuo to give the crude product (1.680 g) that was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863299B2
Source datasetuspto-grants-2011_01
ORD IDord-7740d3fce82847729128eaba9969fa7f
Source noteuspto-grants-2011_01