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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 561247Erstellt: 25. Oktober 2026

Acetate → 4-((E)-2-(1-(1-Ethoxyethyl)-1H-pyrazol-4-yl) vinyl)benzonitrile

https://huagongshe.com/reaction/561247

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetateHCID 175—
EduktBromide ionHCID 259—
EduktPotassium CarbonateHCID 11430—
Edukt4-EthenylbenzonitrileHCID 76967—
Edukt1-(1-Ethoxyethyl)-4-iodo-1H-pyrazoleHCID 4640409—
Produkt4-((E)-2-(1-(1-Ethoxyethyl)-1H-pyrazol-4-yl) vinyl)benzonitrileHCID 6699959267,6%

Reaktionsschritte

1-(1-Ethoxyethyl)-4-iodo-1H-pyrazole obtained in Step 1 (162.0 mg) was suspended in N,N-methylformamide (5.0 mL), and added thereto were 4-vinylbenzonitrile (157.3 mg), tetrabutylamonuim bromide (19.6 mg), paladium acetate (41.0 mg) and potassium carbonate (210.4 mg). The mixture was stirred at room temperature for 10 minutes, and subjected to microwave irradiation at 140° C. for 20 minutes. After completion of the reaction, the resulting mixture was filtered through silica gel, and extracted with ethyl acetate (15 mL). The extract was washed successively with saturated ammonium chloride (15 mL) and brine (15 mL). The organic layer was dried over anhydrous magnesium sulfate and concentrated by evaporation under a reduced pressure. The resulting residue was purified by silica gel chromatography to obtain the title compound (0.11 g, yield 61%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08063229B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-580cdbf9bae14f57b9f252631e345925
Quellennotizuspto-grants-2011_11