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N-(t-butylphenyl) carbazolone → N-(t-butylphenyl)hydroxycarbazole

HRID 1488324
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HRID 1488324 반응식
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[C:23]2[C:22](=[O:24])[CH2:21][CH:20]=[CH:19][C:18]=2[C:17]2[C:12]1=[CH:13][CH:14]=[CH:15][CH:16]=2)([CH3:4])([CH3:3])[CH3:2]>[Pd].C1(OC2C=CC=CC=2)C=CC=CC=1>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[C:23]2[C:22]([OH:24])=[CH:21][CH:20]=[CH:19][C:18]=2[C:17]2[C:12]1=[CH:13][CH:14]=[CH:15][CH:16]=2)([CH3:4])([CH3:2])[CH3:3]
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참가 물질

4

반응물 1

HCID 86688393N-(t-butylphenyl) carbazolone2회

생성물 1

HCID 86688394N-(t-butylphenyl)hydroxycarbazole수율 84.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 7583Diphenyl Ether용매

실험 절차

In a 500 ml two-neck flask, N-(t-butylphenyl) carbazolone (Compound F, 13 g) and diphenylether (100 ml) were mixed, and the 10% Pd/C (13 g) was added thereto. This reaction solution was refluxed and stirred for 30 minutes to 1 hour. When the reaction was completed, 80% of diphenylether was removed by distillation under reduced pressure, and a catalyst was removed using celite. The filtrate was washed again with ethylacetate. The filtrate was concentrated under reduced pressure and separated using a column chromatography, thereby obtaining 11 g of N-(t-butylphenyl)hydroxycarbazole (Compound G).

후처리

  1. temperatureThis reaction solution was refluxed
  2. custom80% of diphenylether was removed by distillation under reduced pressure
  3. customa catalyst was removed
  4. washThe filtrate was washed again with ethylacetate
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customseparated

출처 및 근거

ORD 기록
ord-48b6ac7dcb684829b888eb9a98d5ae86
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09431616B2

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