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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 732002Erstellt: 23. Oktober 2026

Dimethylformamide → Benzonitrile, 3-ethyl-

https://huagongshe.com/de/reaction/732002

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktBenzene, 1-bromo-3-ethyl-HCID 123170—
KatalysatorZinc cyanide (Zn(CN)2)HCID 11186—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthyl AcetateHCID 8857—
ProduktBenzonitrile, 3-ethyl-HCID 96692—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Argon was bubbled into a solution of 1-bromo-3-ethylbenzene (2.5 g, 13.5 mmol) in DMF (37 ml) for 10 min. and then zinc cyanide (1.75 g, 14.9 mmol) and tetrakis(triphenylphosphine)palladium(0) (1.56 g, 1.35 mmol) were added. After stirring at 80° C. overnight the reaction mixture was diluted with ethyl acetate (35 ml) then filtered through celite to remove the precipitate. The filtrate was washed with water (3×), saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated. The product was purified by flash column chromatography using 2% ethyl acetate in hexane affording a colorless liquid (1.42 g). GC-MS (M+): 131.18.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07585881B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-0a24c6d7c22f4dd6a1791c01d3a2e967
Quellennotizuspto-grants-2009_09