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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 467127Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/467127

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsopropanolHCID 3776—
EduktIsopropyl acetoacetateHCID 68329—
Edukt2-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 643756—
Edukt3-EthynylbenzaldehydeHCID 2771644—
KatalysatorPiperidineHCID 8082—
Produkt5-Ethoxycarbonyl-3-isopropoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3-ethynylphenyl)pyridineHCID 1981340558,6%

Reaktionsschritte

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%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05158963
Quelldatensatzuspto-grants-1992_10
ORD IDord-d00579241cd841498e28cdd9874272dc
Quellennotizuspto-grants-1992_10