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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 240805Erstellt: 25. Oktober 2026

Ethyl Acetoacetate → Ethyl 5-methyl-1-phenyl-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/240805

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetoacetateHCID 8868—
EduktPhenylhydrazine hydrochlorideHCID 60962—
EduktDimethylformamide dimethyl acetalHCID 78373—
LösungsmittelEthanolHCID 702—
ProduktEthyl 5-methyl-1-phenyl-1H-pyrazole-4-carboxylateHCID 9668087,6%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of ethyl acetoacetate (1.5 g, 11.5 mmol) and dimethylformamide dimethyl acetal (1.68 mL, 12.7 mmol) was stirred at 120° C. for 2 hours. The reaction solution was cooled to room temperature, and a solution of phenyl hydrazine hydrochloride (1.67 g, 11.5 mmol) in ethanol (30 mL) was then added thereto. The obtained mixture was stirred at 80° C. for 2.5 hours. The reaction solution was cooled to room temperature, and it was then concentrated under reduced pressure. The residue was purified with a fractionation purification apparatus (Biotage, ethyl acetate:hexane=1:19-3:7), so as to obtain the title compound (2.32 g, 87%) in the form of a yellow oily product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08648103B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-56649bbc9a974d688e5688716682c800
Quellennotizuspto-grants-2014_02