Selenium Dioxide → 6-Fluoroquinoxaline-2-carbaldehyde

HRID 1826917ノート

反応式

HRID 1826917 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-2acb4121027940cab0e66608d3e905f8
出典データセット
uspto-grants-2006_05
特許番号
US07053104B2

反応ノート

読み込み中…