تفاعل #569115

معادلة التفاعل

4,4'-diiodobiphenyl

potassium carbonate

nitrobenzene

→

N,N,N',N'-tetra(3-biphenylyl)benzidine

المردود 55.7%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةIn an argon stream, the contents were heated
2. 2
   درجة الحرارةunder reflux for 24 hours
3. 3
   أخرىAt the end of reaction
4. 4
   أخرىthe insoluble was removed by filtration
5. 5
   workup.DISTILLATIONthe filtrate was distilled of the solvent
6. 6
   أخرىThe still residue was purified through a silica gel column with a 3/1 mixture of n-hexane and toluene

الإجراء التجريبي

A 500-ml reactor was charged with 44.5 g (0.139 mol) of di(3-biphenyl)amine, 27.6 g (0.0680 mol) of 4,4'-diiodobiphenyl, 34.3 g (0.249 mol) of potassium carbonate, 2.3 g of copper powder, and 180 ml of nitrobenzene. In an argon stream, the contents were heated under reflux for 24 hours. At the end of reaction, the insoluble was removed by filtration and the filtrate was distilled of the solvent. The still residue was purified through a silica gel column with a 3/1 mixture of n-hexane and toluene, obtaining 30 g of N,N,N',N'-tetra(3-biphenylyl)benzidine of primary purity grade (yield 55.7%). It was further purified by recrystallization from toluene, obtaining 6.0 g of a 99.58% pure fraction and 5.0 g of a 99.23% pure fraction (combined yield 20.496). Further purification by sublimation yielded 8.0 g of a 99.99% pure product.

المصدر