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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 489739Erstellt: 25. Oktober 2026

Acetonitrile → (4E)-5-(3-Pyridyl)-4-penten-2-ol

https://huagongshe.com/reaction/489739

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
EduktTriethylamineHCID 8471—
Edukt4-Penten-2-OLHCID 12247—
Edukt3-BromopyridineHCID 12286—
KatalysatorTri-o-tolylphosphineHCID 80271—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
Produkt(4E)-5-(3-Pyridyl)-4-penten-2-olHCID 1204297496,8%

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

A mixture of 3-bromopyridine (7.50 g, 47.46 mmol), 4-penten-2-ol (4.90 g, 56.96 mmol), palladium(II) acetate (106 mg, 0.47 mmol), tri-o-tolylphosphine (575 mg, 1.89 mmol), triethylamine (28.4 mL, 204.11 mmol) and acetonitrile (25 mL) were heated in a sealed glass tube at 140° C. for 14 h. The reaction mixture was cooled to ambient temperature, diluted with water, and extracted with chloroform (3×200 mL). The combined chloroform extracts were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give a pale-yellow oil (7.50 g, 81.0%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06979695B2
Quelldatensatzuspto-grants-2005_12
ORD IDord-feffb67306e446c1b0a403b902105424
Quellennotizuspto-grants-2005_12