Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54981Generated: October 26, 2026

Ethyl 3-(4-nitrophenyl)-2-propenoate → Ethyl 3-(4-aminophenyl)propanoate

https://huagongshe.com/reaction/54981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-(4-nitrophenyl)-2-propenoateHCID 95370—
ReactantAmmonium formateHCID 2723923—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductEthyl 3-(4-aminophenyl)propanoateHCID 10442595—

Reaction Steps

The product was made by reducing ethyl 4-nitrocinnamate (110.6 g, 0.5 mol) with 10% palladium on Carbon (4.0 g) in 95% ethanol (2 L) in the presence of ammonium formate (126 g) to afford ethyl 3-(4-aminophenyl)propionate which was sulfonated with methanesulfonyl chloride in CH2Cl2 in the presence of pyridine to produce 102 g (75.2%) of N-[4-(ethoxycarbonylethyl)phenyl]methanesulfonamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05624922
Source datasetuspto-grants-1997_04
ORD IDord-9c407937a69a44a9adfc9992917e0aec
Source noteuspto-grants-1997_04