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HRID 11745Erstellt: 23. Oktober 2026

1,10-Phenanthroline → 4,4'-Dibromo-N,N-diphenyl[1,1'-biphenyl]-2-amine

https://huagongshe.com/de/reaction/11745

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,10-PhenanthrolineHCID 1318—
EduktIodobenzeneHCID 11575—
EduktPotassium HydroxideHCID 14797—
Edukt5-Bromo-2-(4-bromophenyl)anilineHCID 4559420—
KatalysatorCuprous chlorideHCID 62652—
LösungsmittelTolueneHCID 1140—
Produkt4,4'-Dibromo-N,N-diphenyl[1,1'-biphenyl]-2-amineHCID 21976317835,7%

Reaktionsschritte

4,4′-Dibromo-2-amino-1,1′-biphenyl (16.35 g, prepared according to Libman and Slack (1951) J. Chem. Soc., p. 2588), iodobenzene (26.52 g, 0.13 mol), flake potassium hydroxide (22.4 g, 0.35 mol), 1,10-phenanthroline (0.45 g), copper (I) chloride (0.25 g), and toluene (30 ml) were charged into a flask and stirred at reflux for 15 hours. The dark reaction mixture was cooled to room temperature and diluted with 200 ml of toluene. The toluene solution was washed with DI water, dried with magnesium sulfate, and evaporated. The dark residue obtained was recrystallized trice from hexane/toluene (4:1 volume) to yield 10 grams of white crystals to yield the desired monomer. 1H NMR (CDCl3): δ=6.8–7.5, multiple peaks.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098297B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-709f53a743134d82ad7ff2bb00604b97
Quellennotizuspto-grants-2006_08