반응 #2044

반응 방정식

5-aminoacenaphthene

iodo benzene

potassium carbonate

nitrobenzene

5-(N-phenylamino)acenaphthene

→

5-(N,N-diphenylamino)acenaphthene

수율 75.7%

용매

toluene

반응 조건

후처리

1. 1
   workup.DISSOLUTIONto dissolve a product
2. 2
   여과the resultant mixture was filtrated
3. 3
   농축concentrated
4. 4
   기타The concentrated product was purified by column chromatography (carrier: silica gel, eluent: toluene/hexane=1/4)

실험 절차

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.

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