Reaktion #11841

Reaktionsgleichung

4,4′-Dibromo-2-amino-1,1′-biphenyl

iodobenzene

potassium hydroxide

1,10-phenanthroline

→

white crystals

4,4′-Dibromo-2-Diphenylamino-1,1′-Biphenyl

Lösungsmittel

toluene

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 15 hours
2. 2
   SonstigeThe dark reaction mixture
3. 3
   WaschenThe toluene solution was washed with DI water
4. 4
   Trocknendried with magnesium sulfate
5. 5
   Sonstigeevaporated
6. 6
   SonstigeThe dark residue obtained
7. 7
   Sonstigewas recrystallized trice from hexane/toluene (4:1 volume)

Vorschrift

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.

Quelle