Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467127Generated: October 26, 2026

Isopropanol → 5-Ethoxycarbonyl-3-isopropoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3-ethynylphenyl)pyridine

https://huagongshe.com/reaction/467127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantIsopropyl acetoacetateHCID 68329—
Reactant2-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 643756—
Reactant3-EthynylbenzaldehydeHCID 2771644—
CatalystPiperidineHCID 8082—
Product5-Ethoxycarbonyl-3-isopropoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3-ethynylphenyl)pyridineHCID 1981340558.6%

Reaction Steps

To a mixture of 0.65 g (0.005 mol) of 3ethynylbenzaldehyde, 1.08 g (0.0075 mol) of isopropyl acetoacetate and 25 ml of isopropyl alcohol were added 2 to 3 drops of piperidine. After heating the mixture under reflux for 24 hours, 0.65 g (0.005 mol) of ethyl 3-aminocrotonate was added thereto, further the admixture was heated under reflux for 24 hours. After completing the reaction, the reaction mixture was concentrated. The obtained precipitate was purified by subjecting to silica gel column chromatography [eluent: n-hexane to n-hexane: ethyl acetate (7 : 3)] to give 1.1 g of the desired compound (yield: 58.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05158963
Source datasetuspto-grants-1992_10
ORD IDord-d00579241cd841498e28cdd9874272dc
Source noteuspto-grants-1992_10