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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 364955Generated: October 25, 2026

2-Butenoic acid, 3-amino-, ethyl ester → Diethyl 1,2,3,4-tetrahydro-2-hydroxy-6-methyl-4-(3-nitrophenyl)-2-(trichloromethyl)-3,5-pyridinedicarboxylate

https://huagongshe.com/reaction/364955

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butenoic acid, 3-amino-, ethyl esterHCID 95308—
ReactantEthyl 4,4,4-trichloro-2-(3-nitrophenylmethylene)-3-oxobutanoateHCID 54196727—
Solventtert-ButanolHCID 6386—
ProductDiethyl 1,2,3,4-tetrahydro-2-hydroxy-6-methyl-4-(3-nitrophenyl)-2-(trichloromethyl)-3,5-pyridinedicarboxylateHCID 2018941240,747.301%

Reaction Steps

Ethyl 4,4,4-trichloro-2-(3-nitrophenylmethylene)-3-oxobutanoate (7.19 g, 0.02 mmoles) and ethyl 3-amino-2-butenoate (2.53 g) were heated at 60° for 24 hours in tert-butanol (60 ml). The solvent was evaporated and the residue chromatographed on silica eluting with ether/petroleum ether (60°-80°) mixtures to give the title compound (4.04 g). Recrystallised from 2-propanol. mp 125°-6.5°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04607041
Source datasetuspto-grants-1986_08
ORD IDord-55e7cba251eb449a8787ee6914339ea5
Source noteuspto-grants-1986_08