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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84954Generated: October 25, 2026

Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → (E)-methyl 4-(2-nitrophenyl)but-2-enoate

https://huagongshe.com/reaction/84954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 17453—
Reactant2-NitrobenzeneacetaldehydeHCID 10844764—
SolventTolueneHCID 1140—
Product(E)-methyl 4-(2-nitrophenyl)but-2-enoateHCID 15264372—
Product(E)-Methyl 4-(2-nitrophenyl)but-3-enoateHCID 20269937—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 2-(2-nitrophenyl)acetaldehyde (760 mg, 4.6 mmol) and methoxylcarbonylmethylenetriphenylphosphorane (1.5 g, 4.6 mmol) in toluene (10 mL) was heated at 110° C. for 3 hours. The crude material was purified by silica gel column chromatography eluting with hexanes and ethyl acetate (2:1) to afford the title compound along with (E)-methyl 4-(2-nitrophenyl)but-2-enoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846951B2
Source datasetuspto-grants-2014_09
ORD IDord-c19a129ac2ee4d8aa1f9c95182e20c45
Source noteuspto-grants-2014_09