تفاعل #1528387

معادلة التفاعل

imidazole

potassium hydroxide

α,α′-dibromo-m-xylene

→

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

المردود 63.9%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   أخرىTo a 500 mL round bottom flask equipped with a stirbar
2. 2
   ترشيحThe cloudy solution was filtered
3. 3
   غسيلthe white solids rinsed with acetone
4. 4
   أخرىThe resulting filtrate was dried on silica
5. 5
   أخرىpartitioned on a silica gel column
6. 6
   أخرىThe product fractions were evaporated of solvent
7. 7
   أخرىthe resulting oil recrystallized from ethyl acetate/hexanes

الإجراء التجريبي

To a 500 mL round bottom flask equipped with a stirbar was added 11.6 g imidazole (170 mmol) and 9.55 g (170 mmol) finely pulverized potassium hydroxide. These were stirred in 200 mL acetone until the solution became yellow translucent. 15.0 g (56.8 mmol) α,α′-dibromo-m-xylene was then added, and the solution was stirred at room temperature overnight. 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 30/70 acetonitrile/methanol as eluent. The product fractions were evaporated of solvent and the resulting oil recrystallized from ethyl acetate/hexanes to give 8.65 g 1-[3-(1H-imidazole-1yl-methyl)benzyl]-1H-imidazole as a white solid.

المصدر