反応 #2044

反応方程式

5-aminoacenaphthene

iodo benzene

potassium carbonate

nitrobenzene

5-(N-phenylamino)acenaphthene

→

5-(N,N-diphenylamino)acenaphthene

収率 75.7%

溶媒

toluene

反応条件

後処理

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

実験手順

33.85 g (0.2 mol) of 5-aminoacenaphtthene was mixed with 102.1 g (0.5 mol) of iodo benzene, 1.3 g (0.02 mol) of copper powder, 34.5 g (0.25 mol) of anhydrous potassium carbonate and 100 ml of nitrobenzene, and the mixture was stirred at 200° C. for 26 hours. The reaction was determined to be finished when disappearance of 5-aminoacenaphthene and 5-(N-phenylamino)acenaphthene as an intermediate was identified. 300 ml of toluene was added thereto to dissolve a product, and the resultant mixture was filtrated and concentrated. The concentrated product was purified by column chromatography (carrier: silica gel, eluent: toluene/hexane=1/4) to obtain 48.7 g (yield: 75.7%, melting point: 168.5°-170.5° C.) of 5-(N,N-diphenylamino)acenaphthene.

出典