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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 369629Erstellt: 25. Oktober 2026

2-Chlorobenzonitrile → 2-Cyano-4'-methylbiphenyl

https://huagongshe.com/reaction/369629

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-ChlorobenzonitrileHCID 13391—
EduktTolylboronic acidHCID 79799—
EduktPotassium FluorideHCID 522689—
EduktSodium 3,3',3''-phosphinetriyltribenzenesulfonate hydrateHCID 53487040—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
LösungsmittelP-XyleneHCID 7809—
LösungsmittelDiethylene GlycolHCID 8117—
Produkt2-Cyano-4'-methylbiphenylHCID 14551284,6%

Reaktionsschritte

15 g of 2-chlorobenzonitrile, 14.8 g of p-tolueneboronic acid and 15.8 g of potassium fluoride in 50 ml of p-xylene, 40 ml of diethylene glycol and 10 ml of water were heated to 120° C. At 80° C., a mixture of 24.7 mg of palladium acetate and 0.55 ml of TPPTS/H2O solution (0.6 molar) in 2.5 ml of DMSO was added. After the reaction was complete, the phases were separated. The aqueous phase was washed with 50 ml of toluene. The combined organic phases were washed with 20 ml of water and subsequently dried over sodium sulfate. Crystallization from n-heptane gave 17.8 g of 2-cyano-4'-methylbiphenyl.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06140265
Quelldatensatzuspto-grants-2000_10
ORD IDord-1b6f0d6de6a247bba1827d3cc848dfaf
Quellennotizuspto-grants-2000_10