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1,4-Dioxane → 7-(2-Hydroxyethyl)quinoline-2-carbaldehyde

HRID 339082
ノート
印刷プレビュー

反応式

HRID 339082 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([CH2:12][CH2:13][OH:14])=[CH:7][CH:8]=2)[N:3]=1.[O:15]1CCOCC1>O>[OH:14][CH2:13][CH2:12][C:6]1[CH:5]=[C:4]2[C:9]([CH:10]=[CH:11][C:2]([CH:1]=[O:15])=[N:3]2)=[CH:8][CH:7]=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 312751,4-DioxaneHCID 86707554HCID 86707554、化合物

生成物 1

HCID 867075557-(2-Hydroxyethyl)quinoline-2-carbaldehyde収率 89%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2-(2-methylquinolin-7-yl)ethanol (0.220 g, 1.17 mmol) was dissolved in dioxane (5 mL) and water (0.05 mL). The reaction was treated with SeO2 (0.156 g, 1.41 mmol) and the mixture was heated to reflux for 2 hours. After cooling to ambient temperature, the solid was removed by filtration and washed with DCM. The filtrate was concentrated and the residue was purified by flash chromatography on silica gel (ethyl acetate/hexanes 5:1) to give 7-(2-hydroxyethyl)quinoline-2-carbaldehyde (0.21 g, 1.04 mmol, 89% yield) as a solid.

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 2 hours
  3. customthe solid was removed by filtration
  4. washwashed with DCM
  5. concentrationThe filtrate was concentrated
  6. customthe residue was purified by flash chromatography on silica gel (ethyl acetate/hexanes 5:1)

出典と根拠

ORDレコード
ord-fa410f2bf75e4e12b55027bda56be480
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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