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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269745Generated: October 29, 2026

Acetic Anhydride → Diethyl [(2,4-dinitrophenyl)methylidene]propanedioate

https://huagongshe.com/reaction/2269745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant2,4-DinitrobenzaldehydeHCID 68250—
ReactantPotassium BicarbonateHCID 516893—
Reactant2,2-DiethylpropanedioateHCID 6951563—
SolventWaterHCID 962—
ProductDiethyl [(2,4-dinitrophenyl)methylidene]propanedioateHCID 13142394—

Reaction Conditions

Temperature110 °C

Reaction Steps

The mixture of 2,4-dinitrobenzaldehyde (25 g), diethylmalonate (20.3 g), potassium hydrogencarbonate (19.1 g), and acetic anhydride (50 ml) was stirred at 110° C. under nitrogen atmosphere for one hour. The reaction mixture was cooled, diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution and then dried and concentrated. The residue was purified by alumina column chromatography (eluent: hexane/ethyl acetate=4: 1) to obtain the entitled compound (24 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329389B1
Source datasetuspto-grants-2001_12
ORD IDord-43331de60e3a459a9a496ddce1b9805f
Source noteuspto-grants-2001_12