反应详情

Sodium hydride (1.33 g, 33.23 mmol) was added to a solution of 2-chloro-1-(2-hydroxy-4-methoxymethoxybutyl)-4-nitroimidazole prepared in Example 23 (8.45 g, 30.21 mmol) in 1,4-dioxane (100 ml) with cooling on ice-bath followed by stirring under reflux for 40 hours. The reaction mixture was concentrated under reduced pressure, and cooled on ice-bath. Water was added to the residue, and the resulting mixture was extracted with methylene chloride. The organic phase was dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1) and crystallized from methylene chloride-diisopropyl ether to afford 2-(2-methoxymethoxyethyl)-6-nitro-2,3-dihydroimidazo[2,1-b]oxazole (3.4 g, yield 47%) as a light yellow powder.

1. temperaturewith cooling on ice-bath
2. temperatureunder reflux for 40 hours
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. temperaturecooled on ice-bath
5. additionWater was added to the residue
6. extractionthe resulting mixture was extracted with methylene chloride
7. dry with materialThe organic phase was dried over magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. customThe residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1)
10. customcrystallized from methylene chloride-diisopropyl ether