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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069630Generated: October 31, 2026

4-Nitrobenzaldehyde → Ethyl (E)-2-methyl-3-(4-nitrophenyl)prop-2-enoate

https://huagongshe.com/reaction/2069630

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrobenzaldehydeHCID 541—
ReactantEthyl 2-(triphenylphosphoranylidene)propionateHCID 79792—
SolventTetrahydrofuranHCID 8028—
ProductEthyl (E)-2-methyl-3-(4-nitrophenyl)prop-2-enoateHCID 11241815—

Reaction Steps

A solution of 4-nitrobenzaldehyde (2 g, 13.2 mmol) and (1-ethoxy carbonylethylidene)triphenyl phosphorane (4.80 g, 13.2 mmol) in tetrahydrofuran (130 mL) was refluxed for 24 hours. The reaction was concentrated in vacuo and was purified by flash column chromatography on silica gel with hexanes and EtOAc to give (E)-ethyl 2-methyl-3-(4-nitrophenyl)acrylate (645).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299117B2
Source datasetuspto-grants-2012_10
ORD IDord-f613a6e68a8f41a7a8902bcd1a5df10b
Source noteuspto-grants-2012_10