反应详情

温度

110 °C

2-Bromo-4-nitroimidazole (7.63 g) and 1-(tert-butyldimethylsilanyloxy)-3-chloro-2-(tetrahydropyran-2-yloxy)propane (12 g) were dissolved in N,N-dimethylformamide (80 ml), then potassium carbonate (6.6 g) and sodium iodide (6.3 g) were added thereto, and the reaction mixture was heated and stirred at 110° C. for 12 hours. Ice-water (240 ml) was added, extracted twice with ethyl acetate (150 ml), and the extracts were combined together and washed with an aqueous solution being saturated with sodium chloride (100 ml), then dried over anhydrous magnesium sulfate. After being filtrated under a reduced pressure, the filtrate was concentrated under a reduced pressure. The residue obtained was purified by use of a silica gel column chromatography (eluent: dichloromethane/ethyl acetate=100/1), there was obtained 2-bromo-1-[3-(t-butyldimethylsilanyloxy)-2-(tetrahydropyran-2-yloxy) propyl]-4-nitroimidazole (12.69 g, yield: 68.7%).

1. temperaturethe reaction mixture was heated
2. extractionextracted twice with ethyl acetate (150 ml)
3. washwashed with an aqueous solution
4. dry with materialdried over anhydrous magnesium sulfate
5. filtrationAfter being filtrated under a reduced pressure
6. concentrationthe filtrate was concentrated under a reduced pressure
7. customThe residue obtained
8. customwas purified by use of a silica gel column chromatography (eluent: dichloromethane/ethyl acetate=100/1)