Реакция #2049

Уравнение реакции

5-[N-(4-tolyl)amino]acenaphthene

5-[N-(4-tolyl)amino]acenaphthene

iodo benzene

potassium carbonate

nitrobenzene

→

5-[N-(4-tolyl)-N-phenylamino]acenaphthene

Выход 83.8%

Растворители

toluene

Условия реакции

Обработка

1. 1
   workup.DISSOLUTIONto dissolve the reaction product
2. 2
   Фильтрацияthe mixture was filtrated
3. 3
   Концентрированиеconcentrated
4. 4
   ДругоеThe concentrated material thus obtained
5. 5
   Другоеwas purified by column chromatography (carrier: silica gel, eluent: toluene/hexane=1/4)

Методика

4.66 g (0.018 mol) of the above prepared 5-[N-(4-tolyl)amino]acenaphthene was mixed with 4.99 g (0.022 mol) of iodo benzene, 0.13 g (0.002 mol) of copper powder, 2.76 g (0.02 mol) of anhydrous potassium carbonate and 5 ml of nitrobenzene, and the resultant mixture was stirred at 200° C. for 25 hours. The reaction was determined to be finished when disappearance of 5-[N-(4-tolyl)amino]acenaphthene was identified. 100 ml of toluene was added thereto to dissolve the reaction product, and the mixture was filtrated and concentrated. The concentrated material thus obtained was purified by column chromatography (carrier: silica gel, eluent: toluene/hexane=1/4) to obtain 5.06 g (yield: 83.8%, melting point: 147.0°-148.0° C.) of 5-[N-(4-tolyl)-N-phenylamino]acenaphthene.

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