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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1755518Erstellt: 26. Oktober 2026

Potassium Carbonate → 4'-bromo-3'-methyl-N,N-diphenyl-[1,1'-biphenyl]-4-amine

https://huagongshe.com/reaction/1755518

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2,5 DibromotolueneHCID 12006—
Edukt4-(Diphenylamino)phenylboronic Acid (contains varying amounts of Anhydride)HCID 12166934—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
Produkt4'-bromo-3'-methyl-N,N-diphenyl-[1,1'-biphenyl]-4-amineHCID 8671204967%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 4-diphenylaminophenyl boronic acid (1.25 g, 4.33 mmol), 2,5-dibromotoluene (2.16 g, 8.65 mmol), Pd(PPh3)4 (0.25 g, 0.22 mmol) and K2CO3 (1.38 g, 10 mmol) in dioxane/water (50 mL/9 mL) was degassed and heated at 80° C. for 15 hours. The resulting mixture was mixed with ethyl acetate/brine. The organic phase was dried over Na2SO4, loaded on silica gel, and purified by flash column (hexanes to hexanes/dichloromethane 9:1 to 4:1). The desired fraction was collected and concentrated. After removal of solvent, a white solid (Compound 18) was obtained (1.2 g, in 67% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09172051B2
Quelldatensatzuspto-grants-2015_10
ORD IDord-1845db619ac84613b0101efc6c84ec6b
Quellennotizuspto-grants-2015_10