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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 467744Erstellt: 23. Oktober 2026

Ethyl Acetate → 3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl ester

https://huagongshe.com/de/reaction/467744

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktEthyl trans-3-dimethylaminoacrylateHCID 5369162—
EduktN-cyclopropyl-2-chloro-2-hydroxyimino-acetamideHCID 85344446—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl esterHCID 70097900—

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

A mixture of N-cyclopropyl-2-chloro-2-hydroxyimino-acetamide (2 g, 12.3 mmol) and (E)-3-(dimethylamino)-acrylic acid ethyl ester (1.76 ml, 12.3 mmol) in THF (25 ml) was heated at 75° C. for 2 h. The reaction was then cooled to r.t., poured into 100 mL ethyl acetate and extracted with 1 M HCl. The aqueous layers were back-extracted with ethyl acetate. The organic phase was washed with water and brine, dried and evaporated. The product was obtained after purification by silica gel chromatography using a heptane/ethyl acetate gradient as light yellow solid (1.6 g, 58%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08623866B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-495a9bd1d11a4de7a97999cd4bc09afd
Quellennotizuspto-grants-2014_01