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

HRID 496349
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HRID 496349 반응식
C[O:2][C:3]1[C:18]([O:19][CH3:20])=[C:17]([O:21][CH3:22])[C:16]([O:23]C)=[C:15]([CH3:25])[C:4]=1[CH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=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>[CH3:22][O:21][C:17]1[C:16](=[O:23])[C:15]([CH3:25])=[C:4]([CH2:5][C:6]2[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=2)[C:3](=[O:2])[C:18]=1[O:19][CH3:20]
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참가 물질

5

반응물 2

HCID 180504Ceric ammonium nitrateHCID 223252774-(2,3,4,5-tetramethoxy-6-methylbenzyl)benzoic Acid

생성물 1

HCID 99488164-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoic acid수율 100.2%

시약·촉매·용매 2

HCID 962Water용매2회HCID 6342Acetonitrile용매

실험 절차

The compound (1.98 g, 5.75 mmol) obtained in Step 2 was dissolved in a mixture of acetonitrile (40 ml) and water (15 ml), to which was added CAN (7.90 g, 14.5 mmol) and the mixture was stirred at room temperature for 40 minutes. The reaction mixture was poured into water and was extracted with ethyl acetate. After the extract was washed with water and dried, the solvent was distilled off. Ether was added to the residue and the resulting precipitate was filtered to yield the title compound (1.82 g, 5.76 mmol, yield 99%).

후처리

  1. extractionwas extracted with ethyl acetate
  2. washAfter the extract was washed with water
  3. customdried
  4. distillationthe solvent was distilled off
  5. additionEther was added to the residue
  6. filtrationthe resulting precipitate was filtered

출처 및 근거

ORD 기록
ord-a6dc0d53946e49e0957309d832a1732f
출처 데이터셋
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06943196B1

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