반응 #1528386

반응 방정식

α,α′-dibromo-m-xylene

benzimidazole

potassium hydroxide

→

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

수율 18.8%

용매

acetone

반응 조건

후처리

1. 1
   온도at reflux
2. 2
   온도at reflux for 6 hours
3. 3
   기타followed by room temperature
4. 4
   workup.STIRRINGstirring for 72 hours
5. 5
   여과The cloudy solution was filtered
6. 6
   세척the white solids rinsed with acetone
7. 7
   기타The resulting filtrate was dried on silica
8. 8
   기타partitioned on a silica gel column
9. 9
   기타The product fractions were evaporated of solvent

실험 절차

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.

출처