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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4585Generated: October 25, 2026

Ethanol → 3,3,5-Trimethylcyclohexyl 2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/4585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 643756—
Reactant3,3,5-Trimethylcyclohexyl 2-(3-nitrobenzylidene)acetylacetateHCID 70416495—
Product3,3,5-Trimethylcyclohexyl 2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylateHCID 2015121137%

Reaction Conditions

Temperature-5 °C

Reaction Steps

21.87 g (0.06 moles) of 3,3,5-trimethylcyclohexyl 2-(3-nitrobenzylidene)acetylacetate and 7.84 g (0.06 moles) of ethyl 3-aminocrotonate are heated under reflux in 60 ml of ethanol for 8 hours. The solution is then cooled to -5° C. to obtain 3,3,5-trimethylcyclohexyl 2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate as yellow crystals melting--after recrystallisation in ethanol--at 125°-129° C. The yield is 37% of the theoretical yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04727066
Source datasetuspto-grants-1988_02
ORD IDord-9f0b0ca41b4b431daa1c7c12af0a959b
Source noteuspto-grants-1988_02