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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30447Generated: October 26, 2026

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

https://huagongshe.com/reaction/30447

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 numberUS07423148B2
Source datasetuspto-grants-2008_09
ORD IDord-fd79de5b16c441b29e7acf5015ddc480
Source noteuspto-grants-2008_09