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Ceric ammonium nitrate → N-[4-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-(3-pyridyl)benzoyl]-4-trifluoromethylaniline

HRID 1245209
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HRID 1245209 반응식
C[O:2][C:3]1[C:4]([CH3:41])=[C:5]([C:32]([O:39]C)=[C:33]([O:37][CH3:38])[C:34]=1[O:35][CH3:36])[CH2:6][C:7]1[CH:25]=[CH:24][C:10]([C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)=[O:12])=[C:9]([C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)[CH:8]=1.O=[N+]([O-])[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[Ce+4].[NH4+].[NH4+]>C(#N)C.O>[CH3:36][O:35][C:34]1[C:3](=[O:2])[C:4]([CH3:41])=[C:5]([CH2:6][C:7]2[CH:25]=[CH:24][C:10]([C:11]([NH:13][C:14]3[CH:15]=[CH:16][C:17]([C:20]([F:22])([F:23])[F:21])=[CH:18][CH:19]=3)=[O:12])=[C:9]([C:26]3[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=3)[CH:8]=2)[C:32](=[O:39])[C:33]=1[O:37][CH3:38]
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참가 물질

5

반응물 2

HCID 180504Ceric ammonium nitrateHCID 21919124N-[4-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-(3-pyridyl)benzoyl]-4-trifluoromethylaniline

생성물 1

HCID 21919202N-[4-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-(3-pyridyl)benzoyl]-4-trifluoromethylaniline수율 19.2%

시약·촉매·용매 2

HCID 962Water용매2회
HCID 6342
Acetonitrile
용매

실험 절차

N-[4-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-(3-pyridyl)benzoyl]-4-trifluoromethylaniline (55 mg, 0.0971 mmol) was dissolved in a mixed solvent of acetonitrile (3 ml) and water (1 ml), then CAN (157 mg, 0.2918 mmol) was added thereto at room temperature and the mixture was stirred for 2 hours. The reaction solution was poured into water and extracted with ethyl acetate. The extract was washed with water and dried and the solvent was evaporated therefrom. The residue was purified by preparative thin layer chromatography (methylene chloride:methanol=95:5) to give the title compound (10 mg, 0.0186 mmol, 19%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. customthe solvent was evaporated
  5. customThe residue was purified by preparative thin layer chromatography (methylene chloride:methanol=95:5)

출처 및 근거

ORD 기록
ord-30c3997a34c74a358a49a586528fe18e
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07122543B2

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