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HRID 716594Erstellt: 26. Oktober 2026

N,N'-Diphenyl-P-Phenylenediamine → N1,N1,N4-triphenyl-N4-(4-(phenylamino)phenyl)benzene-1,4-diamine

https://huagongshe.com/reaction/716594

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N'-Diphenyl-P-PhenylenediamineHCID 6319—
Edukt4-BromotriphenylamineHCID 642838—
EduktSodium t-butoxideHCID 23676156—
KatalysatorTriphenylphosphineHCID 11776—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelTolueneHCID 1140—
ProduktN1,N1,N4-triphenyl-N4-(4-(phenylamino)phenyl)benzene-1,4-diamineHCID 8671896355,6%

Reaktionsschritte

To a stirred solution of N1,N4-diphenylbenzene-1,4-diamine (6.5 g, 20.0 mmol) in toluene (400 mL), 4-bromo-N,N-diphenylaniline (7.9 g, 30.1 mmol) was added and the solution was degassed with nitrogen for 15 minutes. Palladium (II) acetate (45 mg, 0.2 mmol), triphenylphosphine (210 mg, 0.8 mmol) and sodium tert-butoxide (2.9 g, 30.1 mmol) were added and degassed with nitrogen for another 15 minutes. The reaction was refluxed overnight. The reaction mixture was filtered through Celite®, washed with toluene and the filtrate was concentrated under vacuum. It was then column chromatographed with hexane to 50% toluene/hexane to obtain 5.6 g (48%) of the desired product as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09190623B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-bde5c400d61847b99d80e824321ef023
Quellennotizuspto-grants-2015_11