1,4-Dioxane → 7-(Oxetan-3-yl)quinoline-2-carbaldehyde

HRID 339078ノート

反応式

HRID 339078 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([CH:12]3[CH2:15][O:14][CH2:13]3)=[CH:7][CH:8]=2)[N:3]=1.[O:16]1CCOCC1>O>[O:14]1[CH2:13][CH:12]([C:6]2[CH:5]=[C:4]3[C:9]([CH:10]=[CH:11][C:2]([CH:1]=[O:16])=[N:3]3)=[CH:8][CH:7]=2)[CH2:15]1

参加物

4

反応物 2

HCID 312751,4-DioxaneHCID 867075512-Methyl-7-(oxetan-3-yl)quinoline

生成物 1

HCID 867075527-(Oxetan-3-yl)quinoline-2-carbaldehyde収率 93.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2-Methyl-7-(oxetan-3-yl)quinoline (0.020 g, 0.100 mmol) was dissolved in dioxane (5 mL) and water (0.05 mL). The reaction was treated with SeO2 (0.013 g, 0.120 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 under reduced pressure to give 7-(oxetan-3-yl)quinoline-2-carbaldehyde (0.020 g, 0.0938 mmol, 93.4% 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 under reduced pressure

出典と根拠

ORDレコード
ord-8a3a255a5aaa4105b2c3fb296f73aa21
出典データセット
uspto-grants-2014_11
特許番号
US08889704B2

反応ノート

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