反応 #2049

反応方程式

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

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

iodo benzene

potassium carbonate

nitrobenzene

→

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

収率 83.8%

溶媒

toluene

反応条件

後処理

1. 1
   workup.DISSOLUTIONto dissolve the reaction product
2. 2
   ろ過the mixture was filtrated
3. 3
   濃縮concentrated
4. 4
   その他The concentrated material thus obtained
5. 5
   その他was purified by column chromatography (carrier: silica gel, eluent: toluene/hexane=1/4)

実験手順

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.

出典