Cornforth reagent → 1-(5-Bromo-2-fluoropyridin-3-yl)ethan-1-one

HRID 627646ノート

反応式

HRID 627646 の反応式
[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[Br:22][C:23]1[CH:24]=[C:25]([CH:30]([OH:32])[CH3:31])[C:26]([F:29])=[N:27][CH:28]=1>C(Cl)Cl>[Br:22][C:23]1[CH:24]=[C:25]([C:30](=[O:32])[CH3:31])[C:26]([F:29])=[N:27][CH:28]=1

参加物

4

反応物 2

HCID 2724130Cornforth reagentHCID 426090481-(5-Bromo-2-fluoropyridin-3-yl)ethan-1-ol

生成物 1

HCID 401519061-(5-Bromo-2-fluoropyridin-3-yl)ethan-1-one収率 103.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of pyridinium dichromate (55.4 g, 147 mmol) in DCM (100 mL) was brought to 0° C. and a solution of 1-(5-bromo-2-fluoropyridin-3-yl)ethanol (10.8 g, 49.1 mmol) in DCM (30 mL) was added. The reaction was allowed to warmed to room temperature and stirred for 48 h. The mixture was filtered through Celite, washed with DCM and concentrated to afford 1-(5-bromo-2-fluoropyridin-3-yl)ethanone (11 g, 51 mmol, 100% yield) as a light yellow solid. LC/MS (ESI+) m/z=218 (M+H).

後処理

  1. customwas brought to 0° C.
  2. filtrationThe mixture was filtered through Celite
  3. washwashed with DCM
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-5f650fbe76bb4737be2a1a859f0c582b
出典データセット
uspto-grants-2016_04
特許番号
US09309263B2

反応ノート

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