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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1928667Erstellt: 26. Oktober 2026

Phenyl-1-naphthylamine → N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine

https://huagongshe.com/reaction/1928667

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhenyl-1-naphthylamineHCID 7013—
Edukt4,4'-DibromobiphenylHCID 7110—
EduktSodium t-butoxideHCID 23676156—
Katalysatorpalladium(II) acetateHCID 167845—
KatalysatorFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
LösungsmittelTolueneHCID 1140—
ProduktN-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amineHCID 1675531270%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of 4,4′-dibromobiphenyl (8.46 g=27.4 mmol), Pd(OAc)2 (105 mg=0.18 mmol), dppf (253 mg=0.46 mmol), N-(1-naphthyl)aniline (2.0 g=9.13 mmol) and sodium t-butoxide (1.32 g=13.7 mmol) in dry toluene was placed in a three-necked flask under a nitrogen atmosphere and stirred at 90° C. for 15 h. After cooling, the reaction was quenched by adding water and then extracted by ethyl acetate. The organic layer was dried over anhydrous MgSO4 and evaporated under vacuum. The products were purified by a silica gel column eluted with hexane. White solid of compound 2N was obtained in 70% yield (2.86 g=6.37 mmol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08183393B2
Quelldatensatzuspto-grants-2012_05
ORD IDord-445ad050c76a4e5ca7eae9f41f26deb5
Quellennotizuspto-grants-2012_05