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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450078Generated: October 25, 2026

Diethyl 2-(2-(4-nitrophenyl)acetyl)malonate → 1-(4-Nitrophenyl)propan-2-one

https://huagongshe.com/reaction/450078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl 2-(2-(4-nitrophenyl)acetyl)malonateHCID 12342271—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product1-(4-Nitrophenyl)propan-2-oneHCID 21936724%

Reaction Conditions

Temperature150 °C

Reaction Steps

2-[2-(4-Nitro-phenyl)-acetyl]-malonic acid diethyl ester (1.4 g) was taken up in a mixture of DMSO (8 ml) and water (4 ml) and heated at 150° C. with stirring for 10 hr. The product was extracted with ethyl acetate (50 ml). The organic layer was washed with water, aqueous sodium bicarbonate solution and brine. The organic layer was then dried over sodium sulphate, filtered and evaporated. Purification by column chromatography over silica gel using ethyl acetate and hexane (6:94) as eluent yielded 1-(4-nitro-phenyl)-propan-2-one (160 mg, 24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486962B2
Source datasetuspto-grants-2013_07
ORD IDord-c2c54cfd496341b4a512b49e11d95194
Source noteuspto-grants-2013_07