Selenium Dioxide → 6-Fluoroquinoxaline-2-carbaldehyde

HRID 2302073ノート

反応式

HRID 2302073 の反応式
[CH3:1][C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([F:12])[CH:8]=2)[N:3]=1.[Se](=O)=[O:14]>C(OCC)(=O)C>[F:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([CH:1]=[O:14])[CH:11]=[N:10]2

参加物

4

反応物 2

HCID 24007Selenium DioxideHCID 133808502-Methyl-6-fluoroquinoxaline

生成物 1

HCID 221364416-Fluoroquinoxaline-2-carbaldehyde収率 29%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Using the method of Kepez (Monatahefte fur Chemie, 1989, 120, 127-130), a solution of 2-methyl-6-fluoroquinoxaline (225 mg 1.39 mmol) in ethyl acetate (30 mL) was treated with selenium dioxide (2.5 g) and the reaction mixture heated at reflux for 36 hours. The reaction was filtered hot and concentrated. Chromatography through a Biotage silica cartridge (8×4 cm i.d.) using a gradient of hexane to 10% ethyl acetate (in hexane) afforded 71 mg (29%) of 6-fluoroquinoxaline-2-carboxaldehyde.

後処理

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux for 36 hours
  3. filtrationThe reaction was filtered hot
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-a6bdfb92793b42bd89cb82be23e9653e
出典データセット
uspto-grants-2002_08
特許番号
US06429207B1

反応ノート

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