(5-Fluoroindol-2-yl)methanol → 5-Fluoro-1H-indole-2-carbaldehyde

HRID 537874노트

반응식

HRID 537874 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH2:11][OH:12])=[CH:5]2.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl.CCCCCC>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH:11]=[O:12])=[CH:5]2

참가 물질

5

반응물 2

HCID 69408498(5-Fluoroindol-2-yl)methanolHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 189681295-Fluoro-1H-indole-2-carbaldehyde수율 41%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8058Hexane용매

실험 절차

To a stirred solution of crude (5-fluoro-1H-indol-2-yl)methanol 46 (1.55 g, 9.39 mmol) in anhydrous CH2Cl2 (50 mL) at cold-bath temperature (0° C.) was added portionwise pyridinium chlorochromate (PCC) (2.22 g, 10.29 mmol). Reaction was stirred at ambient temperature for 4 hours. Reaction was diluted with CH2Cl2 and filtered through a pad of celite and washed with CH2Cl2. After evaporation of solvent, crude product was silica-column chromatographed (Biotage) using Acetone:Hexane as an eluent to yield 5-fluoro-1H-indole-2-carbaldehyde 47 (0.627 g, 41% yield).

후처리

  1. customReaction
  2. customReaction
  3. filtrationfiltered through a pad of celite
  4. washwashed with CH2Cl2
  5. customAfter evaporation of solvent, crude product
  6. customchromatographed (Biotage)

출처 및 근거

ORD 기록
ord-9ac272ee83fe452b88b0c0bdafdec5de
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865709B2

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