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1,4-Dioxane → Methyl 2-formylquinoline-7-carboxylate

HRID 338861
ノート
印刷プレビュー

反応式

HRID 338861 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:8]=2)[N:3]=1.[O:16]1CCOCC1>O>[CH:1]([C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:8]=2)[N:3]=1)=[O:16]
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 312751,4-DioxaneHCID 67978375Methyl 2-methylquinoline-7-carboxylate

生成物 1

HCID 86707420Methyl 2-formylquinoline-7-carboxylate収率 70.8%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of methyl 2-methylquinoline-7-carboxylate (0.99 g, 4.92 mmol) in dioxane (60 mL) and water (0.6 mL) was added SeO2 (0.66 g, 5.90 mmol) and the mixture was stirred at reflux for 2 hours. After cooling to ambient temperature, the solid was removed by filtration and washed with DCM. The filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (1:4 hexane/ethyl acetate) to give methyl 2-formylquinoline-7-carboxylate (0.75 g, 70.8%) as a solid.

後処理

  1. temperatureat reflux for 2 hours
  2. customthe solid was removed by filtration
  3. washwashed with DCM
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by flash chromatography on silica gel (1:4 hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-c2d880793db94ae6b978fb0d7ffb8609
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08889704B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート