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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 279868Erstellt: 25. Oktober 2026

Methyl acetoacetate → Dimethyl 2,6-dimethyl-4-(2-ethenylphenyl)-1,4-dihydropyridine-3,5-dicarboxylate

https://huagongshe.com/reaction/279868

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl acetoacetateHCID 7757—
EduktHexaneHCID 8058—
EduktBenzaldehyde, 2-ethenyl-HCID 39391—
EduktMethyl 3-aminocrotonateHCID 643918—
LösungsmittelMethanolHCID 887—
LösungsmittelDiethyl EtherHCID 3283—
ProduktDimethyl 2,6-dimethyl-4-(2-ethenylphenyl)-1,4-dihydropyridine-3,5-dicarboxylateHCID 13449179—

Reaktionsschritte

To the Compound 2a (106 mmol) in anhydrous methanol (100 ml) was added methyl 3-aminocrotonate (106 mmol) and methyl acetoacetate (106 mmol) and the resulting solution heated at reflux under nitrogen for 4 days. The solvent was removed in vacuo to give a viscous yellow oil which was diluted in diethyl ether (75 ml) and then hexane (50 ml). After stirring overnight, a yellow solid was collected by filtration and purified by flash chromatography on silica gel eluted with hexane:diethyl ether (1:2) to give Compound 2b as a yellow solid (Rf =0.4, m.p. 140°-148°).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04587253
Quelldatensatzuspto-grants-1986_05
ORD IDord-1847d5783e33460a9a45827d38f414b7
Quellennotizuspto-grants-1986_05