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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904577Generated: October 25, 2026

2-Butenoic acid, 3-amino-, ethyl ester, (2Z)- → 2-Amino-7-chloro-3,5-dicarboethoxy-4-(m-trifluoromethylphenyl)-6-oxo-2-heptene

https://huagongshe.com/reaction/1904577

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 643756—
ReactantEthyl 2-(m-trifluoromethylphenyl-phenylmethyl)-4-chloro-3-oxobutanoateHCID 20037480—
SolventEthanolHCID 702—
Product2-Amino-7-chloro-3,5-dicarboethoxy-4-(m-trifluoromethylphenyl)-6-oxo-2-hepteneHCID 8674313166.5%

Reaction Steps

A solution of ethyl 2-(m-trifluoromethylphenyl-phenylmethyl)-4-chloro-3-oxobutanoate (8 g) and ethyl 3-aminocrotonate (3.4 g) in EtOH (80 ml) is heated to reflux temperature for 10 minutes, then it is cooled at room temperature and after usual work-up the residue is purified by column-chromatography on silica-gel (300 g, eluent Et2O/isopropylether 50/50) to give 6 g of 2-amino-7-chloro-3,5-dicarboethoxy-4-(m-trifluoromethylphenyl)-6-oxo-2-heptene as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04839348
Source datasetuspto-grants-1989_06
ORD IDord-f4184322056e40b1ad58f18a5fb71230
Source noteuspto-grants-1989_06