Sodium Hydroxide → 5H-Indeno(1,2-b)pyridin-5-one

HRID 1093029

반응식

HRID 1093029 반응식
[OH-].[Na+].[N:3]1[C:16]2[C:7](=C3[C:13](=[CH:14][CH:15]=2)[CH:12]=[CH:11][C:10](=O)[C:9]3=[O:18])[CH:6]=[CH:5][CH:4]=1>>[CH:6]1[C:7]2[C:9](=[O:18])[C:10]3[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:16]=2[N:3]=[CH:4][CH:5]=1

참가 물질

3

반응물 2

HCID 14798Sodium HydroxideHCID 199224561-Azaphenanthrene-5,6-dione

생성물 1

HCID 774895H-Indeno(1,2-b)pyridin-5-one수율 38%

반응 조건

온도
85 °C

실험 절차

Subsequently, in a stream of argon, 1.5 L of a 10% aqueous solution of sodium hydroxide was added to 51.0 g (244 mmol) of 1-azaphenanthrene-5,6-dione, and heated and stirred at 85° C. for 90 minutes. After the mixture was cooled to room temperature, the precipitate was filtered out. The filtrate was extracted with chloroform and concentrated, and added to the precipitate, whereby a crude material was obtained. The crude material was purified by chromatography on silica gel with toluene/ethyl acetate=10:1 to give 16.8 g of 4-azafluorene-9-one (37.9% yield).

후처리

  1. temperatureheated
  2. temperatureAfter the mixture was cooled to room temperature
  3. filtrationthe precipitate was filtered out
  4. extractionThe filtrate was extracted with chloroform
  5. concentrationconcentrated
  6. additionadded to the precipitate, whereby a crude material
  7. customwas obtained
  8. customThe crude material was purified by chromatography on silica gel with toluene/ethyl acetate=10:1

출처 및 근거

ORD 기록
ord-6a7b1117398e4e65b484f3b7d4a81c71
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129899B1

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