Реакция #1528386

Уравнение реакции

α,α′-dibromo-m-xylene

benzimidazole

potassium hydroxide

→

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

Выход 18.8%

Растворители

acetone

Условия реакции

Обработка

1. 1
   Температураat reflux
2. 2
   Температураat reflux for 6 hours
3. 3
   Другоеfollowed by room temperature
4. 4
   workup.STIRRINGstirring for 72 hours
5. 5
   ФильтрацияThe cloudy solution was filtered
6. 6
   Промывкаthe white solids rinsed with acetone
7. 7
   ДругоеThe resulting filtrate was dried on silica
8. 8
   Другоеpartitioned on a silica gel column
9. 9
   ДругоеThe product fractions were evaporated of solvent

Методика

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.

Источник