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Sodium Hydroxide → (3-Methyl-4-(2-(2-propyl-1,3-dioxolan-2-yl)ethoxy)pyridin-2-yl)methanol

HRID 31577
ノート
印刷プレビュー

反応式

HRID 31577 の反応式
C([O:4][CH2:5][C:6]1[C:11]([CH3:12])=[C:10]([O:13][CH2:14][CH2:15][C:16]2([CH2:21][CH2:22][CH3:23])[O:20][CH2:19][CH2:18][O:17]2)[CH:9]=[CH:8][N:7]=1)(=O)C.[OH-].[Na+]>CO>[CH3:12][C:11]1[C:6]([CH2:5][OH:4])=[N:7][CH:8]=[CH:9][C:10]=1[O:13][CH2:14][CH2:15][C:16]1([CH2:21][CH2:22][CH3:23])[O:20][CH2:19][CH2:18][O:17]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 59792410(3-Methyl-4-(2-(2-propyl-1,3-dioxolan-2-yl)ethoxy)pyridin-2-yl)methyl acetate

生成物 1

HCID 59792407(3-Methyl-4-(2-(2-propyl-1,3-dioxolan-2-yl)ethoxy)pyridin-2-yl)methanol収率 85%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionsodium sulfate was added to the suspension
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. dissolutionThe residue was dissolved in a solution mixture
  6. additioncontaining heptane and ethyl acetate at a ratio of 2:1
  7. washsubjected to silica gel column chromatography (elution solvent: n-heptane/ethyl acetate=2/1)

出典と根拠

ORDレコード
ord-0dd8fd1d24ae4fbca4c0a7efb65ca574
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07425634B2

反応ノート

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