反応 #1528385

反応方程式

imidazole

potassium hydroxide

α,α′-dibromo-m-xylene

→

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

収率 63.9%

溶媒

acetone

反応条件

後処理

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

実験手順

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.

出典