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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662016Generated: October 28, 2026

Diethyl Malonate → HCID 66767047, compound

https://huagongshe.com/reaction/1662016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantPiperidineHCID 8082—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 87141418HCID 87141418—
SolventEthanolHCID 702—
ProductHCID 66767047HCID 6676704717.1%

Reaction Steps

Crude (E)-2-(2-(4-fluorophenyl)hydrazono)acetaldehyde (0.97 g, 5.8 mmol) is dissolved in EtOH (50 mL), and diethyl malonate (0.93 g, 5.8 mmol) and piperidine (0.2 mL, 2.0 mmol) are added. The mixture is heated at reflux overnight. The reaction mixture is then cooled and concentrated. The residue is diluted with water and extracted with EtOAc twice. The combined organic extracts are dried over Na2SO4 and concentrated. The residue is purified by column chromatography on silica gel, eluting with PE:EtOAc (from 3:1 to 1:1), to afford title compound (0.26 g, 17% yield of two steps) MS (m/z): 263 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030302B2
Source datasetuspto-grants-2011_10
ORD IDord-4ef134091c4d4d6cb1d97354fa3bd409
Source noteuspto-grants-2011_10