反応 #470394

反応方程式

N1-(2,6-diisopropylphenyl)benzene-1,2-diamine

→

desired product

収率 59.9%

1-(2,6-diisopropylphenyl)-2-phenyl-1H-benzo[d]imidazole

収率 59.9%

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度under reflux for 3 hours
2. 2
   温度The reaction mixture was heated up again
3. 3
   温度to reflux overnight
4. 4
   その他Air was bubbled through the reaction
5. 5
   温度while reflux
6. 6
   その他The solvent was evaporated
7. 7
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (200 mL)
8. 8
   その他The crude product was purified by column chromatography

実験手順

N1-(2,6-diisopropylphenyl)benzene-1,2-diamine (8.5 g, 32 mmol) and benzldehyde (3 g, 28.8 mmol) were reacted in acetonitrile (100 ml) under reflux for 3 hours. The reaction mixture was cooled to room temperature. Ferric chloride (0.05 g, 0.28 mmol) was added. The reaction mixture was heated up again to reflux overnight. Air was bubbled through the reaction while reflux. The solvent was evaporated. The residue was dissolved in dichloromethane (200 mL) and ran through a short silica gel plug. The crude product was purified by column chromatography using dichloromethane to 3% of ethyl acetate in dichloromethane. 3.4 g of desired product was obtained.

出典