Selenium Dioxide → 6-Fluoroquinoxaline-2-carbaldehyde

HRID 2302073노트

반응식

HRID 2302073 반응식
[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

참가 물질

4

반응물 2

HCID 24007Selenium DioxideHCID 133808502-Methyl-6-fluoroquinoxaline

생성물 1

HCID 221364416-Fluoroquinoxaline-2-carbaldehyde수율 29%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-a6bdfb92793b42bd89cb82be23e9653e
출처 데이터셋
uspto-grants-2002_08
특허 번호
US06429207B1

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