反応 #11842

反応方程式

4,4′-Dibromo-2-amino-1,1′-biphenyl

4-iodoanisole

potassium carbonate

nitrobenzene

→

off-white crystals

4,4′-Dibromo-2-Bis(4-Methoxyphenyl)Amino-1,1′-Biphenyl

溶媒

toluene

反応条件

後処理

1. 1
   温度at gentle reflux for 15 hours
2. 2
   その他The dark reaction mixture
3. 3
   抽出extracted with 200 ml of toluene
4. 4
   その他The toluene solution was evaporated
5. 5
   その他The dark residue obtained
6. 6
   その他chromatographed on a silica gel column
7. 7
   workup.ADDITIONThe portions containing the product
8. 8
   その他were collected
9. 9
   その他evaporated
10. 10
    その他The residue was recrystallized twice from hexane/toluene (300 ml/60 ml)

実験手順

4,4′-Dibromo-2-amino-1,1′-biphenyl (16.35 g, 0.05 mol), 4-iodoanisole (28 g, 0.12 mol), potassium carbonate (−325 mesh fine powder, 16.6 g, 0.12 mole), copper dust (−150 mesh,1.0 g), and nitrobenzene (20 ml) were charged into a flask and stirred at gentle reflux for 15 hours. The dark reaction mixture was cooled to room temperature and extracted with 200 ml of toluene. The toluene solution was evaporated. The dark residue obtained was then mixed with 10 ml of toluene and chromatographed on a silica gel column using hexane and hexane/ethyl acetate (20:1) eluant. The portions containing the product were collected and evaporated. The residue was recrystallized twice from hexane/toluene (300 ml/60 ml) to yield 7.4 grams of off-white crystals of the desired monomer. 1H NMR (CDCl3): δ=6.8–7.5 (15H, multiple peaks); 3.78 (6H).

出典