Acetonitrile → 8-(2-Ethoxycarbonyl-5,6-dimethoxy-4,7-dioxoindan-2-yl)octanoic acid

HRID 2268513노트

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HRID 2268513 반응식
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.[CH2:31]([O:33][C:34]([C:36]1([CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][C:60]([OH:62])=[O:61])[CH2:44][C:43]2[C:38](=[C:39]([O:51]C)[C:40]([O:49][CH3:50])=[C:41]([O:47][CH3:48])[C:42]=2[O:45]C)[CH2:37]1)=[O:35])[CH3:32]>O>[CH2:31]([O:33][C:34]([C:36]1([CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][C:60]([OH:62])=[O:61])[CH2:44][C:43]2[C:42](=[O:45])[C:41]([O:47][CH3:48])=[C:40]([O:49][CH3:50])[C:39](=[O:51])[C:38]=2[CH2:37]1)=[O:35])[CH3:32]

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 180504Ceric ammonium nitrateHCID 183486378-(2-Ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoic acid

생성물 1

HCID 155523508-(2-Ethoxycarbonyl-5,6-dimethoxy-4,7-dioxoindan-2-yl)octanoic acid수율 68%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

A water (1 ml) solution of CAN (238 mg, 0.435 mmols) was dropwise added to an acetonitrile (2 ml) solution of 8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoic acid (78.6 mg, 0.174 mmols) with cooling with ice and then stirring was continued for 15 minutes. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and then dried. The solvent was evaporated in vacuo and the resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to ethyl acetate only) to obtain the entitled compound (50 mg) as an oil.

후처리

  1. temperaturewith cooling with ice
  2. extractionwas then extracted with ethyl acetate
  3. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  4. customdried
  5. customThe solvent was evaporated in vacuo
  6. customthe resulting crude product was purified by silica gel column chromatography (hexane

출처 및 근거

ORD 기록
ord-f3335647d96e453a83c0ed9c7a7eee4e
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06326369B1

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