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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 369623Erstellt: 25. Oktober 2026

Sodium Carbonate → 2-Cyano-4'-methylbiphenyl

https://huagongshe.com/reaction/369623

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-ChlorobenzonitrileHCID 13391—
EduktTolylboronic acidHCID 79799—
EduktSodium 3,3',3''-phosphinetriyltribenzenesulfonate hydrateHCID 53487040—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelGlycerolHCID 753—
LösungsmittelWaterHCID 962—
LösungsmittelP-XyleneHCID 7809—
Produkt2-Cyano-4'-methylbiphenylHCID 14551287,9%

Reaktionsschritte

15 g of 2-chlorobenzonitrile, 14.8 g of p-tolueneboronic acid and 28.9 g of sodium carbonate in 50 ml of p-xylene, 40 ml of glycerol 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 18.5 g of 2-cyano-4'-methylbiphenyl.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06140265
Quelldatensatzuspto-grants-2000_10
ORD IDord-0e19b8d0f2fc4479b760b781b43118c7
Quellennotizuspto-grants-2000_10