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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1662018Erstellt: 24. Oktober 2026

Ethyl cyanoacetate → Ethyl 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carboxylate

https://huagongshe.com/de/reaction/1662018

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl cyanoacetateHCID 7764—
EduktTetrahydrofuranHCID 8028—
Edukt(3Z)-4-Amino-3-penten-2-oneHCID 5355751—
ProduktEthyl 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carboxylateHCID 24744319,9%

Reaktionsschritte

A solution of (Z)-4-aminopent-3-en-2-one (20.0 g, 0.2 mol) in dry THF (20 mL) is added to a solution of ethyl cyanoacetate (22.6 g, 0.2 mol) and TEA (20.2 g, 0.2 mol) in dry THF (200 mL). The reaction mixture is heated at reflux for 56 hours and then concentrated. The residue is kept standing at RT for 5 hours and the precipitate is filtered and washed with EtOAc to afford the title compound (7.3 g, 19.9% yield). MS (m/z): 196.0 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08030302B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-6c697817bdac4623b08e648de7cc0b58
Quellennotizuspto-grants-2011_10