Cornforth reagent → 1-(4-Bromo-3-fluorophenyl)ethan-1-one

HRID 57459

반응식

HRID 57459 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:10])[CH3:9])=[CH:4][C:3]=1[F:11].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[F:11]

참가 물질

4

반응물 2

HCID 2724130Cornforth reagentHCID 717565421-(4-Bromo-3-fluorophenyl)ethan-1-ol

생성물 1

HCID 228319141-(4-Bromo-3-fluorophenyl)ethan-1-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of crude 1-(4-bromo-3-fluorophenyl)ethanol oil (from Step 1) in DCM (100 mL) was added pyridinium dichromate (8.96 g, 23.82 mmol). The mixture was stirred overnight at room temperature. To the mixture was added celite, the reaction mixture was filtered through a celite pad and rinsed several times with DCM. The filtrate was concentrated under reduced pressure. The crude material was purified by column chromatography [SiO2, 40 g, heptane/ethyl acetate] providing 1-(4-bromo-3-fluorophenyl)ethanone (3.08 g) as a white solid.

후처리

  1. additionTo the mixture was added celite
  2. filtrationthe reaction mixture was filtered through a celite pad
  3. washrinsed several times with DCM
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe crude material was purified by column chromatography [SiO2, 40 g, heptane/ethyl acetate]

출처 및 근거

ORD 기록
ord-f098ac911451486585d6a41adb82968f
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434719B2

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