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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 519876Erstellt: 25. Oktober 2026

Dichloromethane → 4'-Formyl-2'-nitrobiphenyl-2-carbonitrile

https://huagongshe.com/reaction/519876

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktSodium CarbonateHCID 10340—
Edukt4-Bromo-3-nitrobenzaldehydeHCID 808792—
Edukt2-Cyano-phenylboric acidHCID 21708089—
KatalysatorTetrabutylammonium BromideHCID 74236—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelTolueneHCID 1140—
Produkt4'-Formyl-2'-nitrobiphenyl-2-carbonitrileHCID 8664407447%

Reaktionsschritte

A mixture of 4-bromo-3-nitrobenzaldehyde (10.0 g), 2-cyanophenylboric acid (8.25 g), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), dichloromethane adduct (3.45 g), tetrabutylammonium bromide (1.36 g), 2M aqueous sodium carbonate solution (40 mL) and toluene (400 mL) was refluxed under an argon atmosphere for 3 days. The reaction mixture was concentrated, and the residue was dissolved in ethyl acetate. The obtained ethyl acetate solution was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a pale-yellow solid (5.15 g, 40%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09115136B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-19142a26a34e481abc610366d05741bc
Quellennotizuspto-grants-2015_08