反応 #1528386

反応方程式

α,α′-dibromo-m-xylene

benzimidazole

potassium hydroxide

→

1-[3-(1H-benzimidazole-1yl-methyl)benzyl]-1H-benzimidazole

収率 18.8%

溶媒

acetone

反応条件

後処理

1. 1
   温度at reflux
2. 2
   温度at reflux for 6 hours
3. 3
   その他followed by room temperature
4. 4
   workup.STIRRINGstirring for 72 hours
5. 5
   ろ過The cloudy solution was filtered
6. 6
   洗浄the white solids rinsed with acetone
7. 7
   その他The resulting filtrate was dried on silica
8. 8
   その他partitioned on a silica gel column
9. 9
   その他The product fractions were evaporated of solvent

実験手順

To a 1L round bottom flask equipped with a stirbar was added 26.8 g benzimidazole (227 mmol) and 12.7 g (227 mmol) finely pulverized potassium hydroxide. These were stirred in 500 mL acetone for 20 minutes at reflux. 20.0 g (78.5 mmol) α,α′-dibromo-m-xylene was then added, and the solution was stirred at reflux for 6 hours followed by room temperature stirring for 72 hours. The cloudy solution was filtered, and the white solids rinsed with acetone. The resulting filtrate was dried on silica and partitioned on a silica gel column using a gradient of 100% acetonitrile→90% acetronitrile/10% MeOH as eluent. The product fractions were evaporated of solvent to give 5 g 1-[3-(1H-benzimidazole-1yl-methyl)benzyl]-1H-benzimidazole as a white solid.

出典