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Ceric ammonium nitrate → 4-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-phenylbenzoic acid

HRID 1245197
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HRID 1245197 반응식
C[O:2][C:3]1[C:4]([CH3:31])=[C:5]([C:22]([O:29]C)=[C:23]([O:27][CH3:28])[C:24]=1[O:25][CH3:26])[CH2:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=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>[CH3:26][O:25][C:24]1[C:3](=[O:2])[C:4]([CH3:31])=[C:5]([CH2:6][C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:8]=2)[C:22](=[O:29])[C:23]=1[O:27][CH3:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 180504Ceric ammonium nitrateHCID 121472794-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-phenylbenzoic Acid

생성물 1

HCID 219191464-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-phenylbenzoic acid수율 77%

시약·촉매·용매 2

HCID 962Water용매2회HCID 6342Acetonitrile
용매

실험 절차

4-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-phenylbenzoic acid (76 mg, 1.1800 mmol) was dissolved in a mixed solvent of acetonitrile (3 ml) and water (1 ml), then CAN (247 mg, 0.4507 mmol) was added thereto at room temperature and the mixture was stirred for 1 hour. 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 silica gel column chromatography (5% methanol-methylene chloride) to give the title compound (54 mg, 0.1377 mmol, 77%).

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 silica gel column chromatography (5% methanol-methylene chloride)

출처 및 근거

ORD 기록
ord-1cccbdb274054ec296d70cb8e18af487
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07122543B2

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