反应 #1528385

反应方程式

imidazole

potassium hydroxide

α,α′-dibromo-m-xylene

→

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

收率 63.9%

溶剂

acetone

反应条件

后处理

1. 1
   其他To a 500 mL round bottom flask equipped with a stirbar
2. 2
   过滤The cloudy solution was filtered
3. 3
   洗涤the white solids rinsed with acetone
4. 4
   其他The resulting filtrate was dried on silica
5. 5
   其他partitioned on a silica gel column
6. 6
   其他The product fractions were evaporated of solvent
7. 7
   其他the resulting oil recrystallized from ethyl acetate/hexanes

实验过程

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.

来源