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

HRID 627646노트

반응식

HRID 627646 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-5f650fbe76bb4737be2a1a859f0c582b
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309263B2

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