반응 #1528385

반응 방정식

imidazole

potassium hydroxide

α,α′-dibromo-m-xylene

→

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

수율 63.9%

용매

acetone

반응 조건

후처리

1. 1
   기타To a 500 mL round bottom flask equipped with a stirbar
2. 2
   여과The cloudy solution was filtered
3. 3
   세척the white solids rinsed with acetone
4. 4
   기타The resulting filtrate was dried on silica
5. 5
   기타partitioned on a silica gel column
6. 6
   기타The product fractions were evaporated of solvent
7. 7
   기타the resulting oil recrystallized from ethyl acetate/hexanes

실험 절차

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.

출처