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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28620Generated: October 26, 2026

Diethyl 2-(4-nitrophenyl)malonate → 1,3-Diethyl 2-(4-aminophenyl)propanedioate

https://huagongshe.com/reaction/28620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl 2-(4-nitrophenyl)malonateHCID 10869708—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product1,3-Diethyl 2-(4-aminophenyl)propanedioateHCID 1247083790%

Reaction Steps

A mixture of crude 2-(4-nitro-phenyl)-malonic acid diethyl ester and 10% palladium on carbon in ethyl acetate (20 ml) was treated with hydrogen gas (40 psi) on a Parr shaker for 2 hours. The mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with 25% ethyl acetate-hexane to provide 2-(4-amino-phenyl)-malonic acid diethyl ester (450 mg, 90% yield for 2 steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07419984B2
Source datasetuspto-grants-2008_09
ORD IDord-ac985974d537456bb6214e80c2d7d84c
Source noteuspto-grants-2008_09