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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499042Generated: October 26, 2026

Acetic Acid → Diethyl 2-[(3-formylphenyl)methylene]propane-1,3-dioate

https://huagongshe.com/reaction/499042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
ReactantIsophthalaldehydeHCID 34777—
Reactant2,2-DiethylpropanedioateHCID 6951563—
SolventTolueneHCID 1140—
ProductDiethyl 2-[(3-formylphenyl)methylene]propane-1,3-dioateHCID 59789754—

Reaction Steps

Benzene 1,3 dicarbaldehyde (1 eq) is dissolved in toluene, and diethylmalonate (1 eq) is added, followed by piperidine (0.1 eq) and AcOH (0.1 eq). The flask is equipped with a Dean Stark trap and the reaction mixture is refluxed overnight. The reaction mixture is cooled down to room temperature, washed with water, 2% aq HCl, sat. aq NaHCO3, brine, and dried. The solvent is evaporated under reduced pressure and the product 32 is isolated by column chromatography on silicagel.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767669B2
Source datasetuspto-grants-2010_08
ORD IDord-ce1fa1d635dc46a396dde83f0e4bc14b
Source noteuspto-grants-2010_08