تفاعل #1528386

معادلة التفاعل

α,α′-dibromo-m-xylene

benzimidazole

potassium hydroxide

→

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

المردود 18.8%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux
2. 2
   درجة الحرارةat reflux for 6 hours
3. 3
   أخرىfollowed by room temperature
4. 4
   workup.STIRRINGstirring for 72 hours
5. 5
   ترشيحThe cloudy solution was filtered
6. 6
   غسيلthe white solids rinsed with acetone
7. 7
   أخرىThe resulting filtrate was dried on silica
8. 8
   أخرىpartitioned on a silica gel column
9. 9
   أخرىThe product fractions were evaporated of solvent

الإجراء التجريبي

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.

المصدر