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Imidazo[1,2-a]pyridin-2-ylmethanol → Imidazo(1,2-a)pyridine-2-carbaldehyde

HRID 1772035
ノート
印刷プレビュー

反応式

HRID 1772035 の反応式
[N:1]1[C:2]([CH2:10][OH:11])=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12>CCO.[O-2].[Mn+4].[O-2]>[NH3:1].[OH2:11].[N:1]1[C:2]([CH:10]=[O:11])=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 1

HCID 2795540Imidazo[1,2-a]pyridin-2-ylmethanol

生成物 2

HCID 4961257Imidazo(1,2-a)pyridine-2-carbaldehyde収率 30.8%HCID 12896473Azane;hydrate収率 0.01%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 702Ethanol溶媒

実験手順

To a solution of imidazo[1,2-a]pyridin-2-ylmethanol (3.0 g, 20 mmol) in EtOH (50 mL) was added manganese (IV) oxide (8.8 g, 100 mmol). The mixture was refluxed for 2 days. After cooling to room temperature, the mixture was filtered through Celite, and the filtrate was concentrated. The residue was purified by reverse phase column chromatography (eluting with acetonitrile in water 25% v/v, with 0.01% NH3.H2O) to afford the title compound (0.45 g, 15% yield) as a yellow solid. ESI MS: m/z 147 [M+H]+.

後処理

  1. temperatureThe mixture was refluxed for 2 days
  2. filtrationthe mixture was filtered through Celite
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by reverse phase column chromatography (
  5. washeluting with acetonitrile in water 25% v/v

出典と根拠

ORDレコード
ord-f1a56ae2a061441bbe4589d52fdcfbbb
出典データセット
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09249162B2

反応ノート

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