Реакция #65393

Уравнение реакции

3,4-dihydro-4-[(2-methoxypyridin-3-yl)carbonyl]-2,2-dimethyl-6-nitro-2H-1,4-benzoxazine

trimethylsilyl iodide

→

3,4-dihydro-4-[(2-hydroxypyridin-3-yl)carbonyl]-2,2-dimethyl-6-nitro-2H-1,4-benzoxazine

Выход 80.8%

Растворители

water

carbon tetrachloride

Условия реакции

Обработка

1. 1
   Температураcooled
2. 2
   Экстракцияextracted with chloroform
3. 3
   СушкаThe organic layer was dried over anhydrous magnesium sulfate
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеthe filtrate was concentrated under reduced pressure, and methanol
6. 6
   workup.ADDITIONwas added to the
7. 7
   Концентрированиеconcentrate for crystallization
8. 8
   Другое, Recrystallization from ethyl acetate

Методика

In 6 ml of carbon tetrachloride was dissolved 0.4 g of 3,4-dihydro-4-[(2-methoxypyridin-3-yl)carbonyl]-2,2-dimethyl-6-nitro-2H-1,4-benzoxazine followed by dropwise addition of 0.26 g of trimethylsilyl iodide. The mixture was heated at 50° C. for 2 hours and, then, cooled. The reaction mixture was diluted with water and extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered, the filtrate was concentrated under reduced pressure, and methanol was added to the concentrate for crystallization., Recrystallization from ethyl acetate gave 0.31 g of 3,4-dihydro-4-[(2-hydroxypyridin-3-yl)carbonyl]-2,2-dimethyl-6-nitro-2H-1,4-benzoxazine.

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