Potassium Permanganate → 5-fluoro-1-methyl-1H-indole-3-carboxylic acid

HRID 1372706

반응식

HRID 1372706 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[CH:6]=[C:5]2[CH:12]=[O:13].[Mn]([O-])(=O)(=O)=[O:15].[K+]>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[CH:6]=[C:5]2[C:12]([OH:15])=[O:13]

참가 물질

4

반응물 2

HCID 516875Potassium Permanganate2회HCID 13820095-fluoro-1-methyl-1H-indole-3-carbaldehyde

생성물 1

HCID 183851025-fluoro-1-methyl-1H-indole-3-carboxylic acid수율 64.1%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
0 °C

실험 절차

In acetone (50 ml) was dissolved 5-fluoro-1-methylindole-3-carbaldehyde (1.33 g, 7.52 mmol). To the resulting solution was added dropwise an 1N aqueous solution of potassium permanganate (7.15 ml, 7.15 mmol) under stirring at 0° C. After stirring at room temperature for 18 hours, another 1N aqueous solution of potassium permanganate (4.0 ml, 4.0 mmol) was added, and the mixture was stirred at room temperature for 18 hours. The mixture was filtered through Celite. After washing with water, the filtrate was added with 1N HCl. The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give 5-fluoro-1-methylindole-3-carboxylic acid (885 mg, 61%) as a white crystalline powder.

후처리

  1. stirringAfter stirring at room temperature for 18 hours
  2. stirringthe mixture was stirred at room temperature for 18 hours
  3. filtrationThe mixture was filtered through Celite
  4. washAfter washing with water
  5. additionthe filtrate was added with 1N HCl
  6. customThe crystals thus precipitated
  7. filtrationwere collected by filtration under reduced pressure
  8. washwashed with water
  9. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-b6ef1f36321d442aaaa81e04016bd003
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157487B2

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