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

HRID 57459

反応式

HRID 57459 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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]

出典と根拠

ORDレコード
ord-f098ac911451486585d6a41adb82968f
出典データセット
uspto-grants-2016_09
特許番号
US09434719B2

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