Реакция #59855

Уравнение реакции

(3-methyl-4-(2-(2-propyl-1,3-dioxolan-2-yl)ethoxy)pyridin-2-yl)methyl acetate

sodium hydroxide

→

title compound

Выход 85.0%

(3-methyl-4-(2-(2-propyl-1,3-dioxolan-2-yl)ethoxy)pyridin-2-yl)methanol

Выход 85.0%

Растворители

methanol

Условия реакции

Обработка

1. 1
   Концентрированиеconcentrated under reduced pressure
2. 2
   workup.ADDITIONsodium sulfate was added to the suspension
3. 3
   Фильтрацияfiltered
4. 4
   КонцентрированиеThe filtrate was concentrated under reduced pressure
5. 5
   workup.DISSOLUTIONThe residue was dissolved in a solution mixture
6. 6
   workup.ADDITIONcontaining heptane and ethyl acetate at a ratio of 2:1
7. 7
   Промывкаsubjected to silica gel column chromatography (elution solvent: n-heptane/ethyl acetate=2/1)

Методика

The (3-methyl-4-(2-(2-propyl-1,3-dioxolan-2-yl)ethoxy)pyridin-2-yl)methyl acetate (1.19 g, 3.68 mmol) obtained in the step (3d) was mixed with a 1N aqueous sodium hydroxide solution (5 ml) and methanol (10 ml). The mixture was stirred at room temperature for 3 hours and concentrated under reduced pressure. The residue was suspended in tetrahydrofuran and sodium sulfate was added to the suspension, and filtered. The filtrate was concentrated under reduced pressure. The residue was dissolved in a solution mixture containing heptane and ethyl acetate at a ratio of 2:1 and subjected to silica gel column chromatography (elution solvent: n-heptane/ethyl acetate=2/1) to obtain the title compound (0.88 g, 85%) as a colorless oil.

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