Acetonitrile → N-[8-(2-Ethoxycarbonyl-5,6-dimethoxy-4,7-dioxoindan-2-yl)octanoyl]morpholine

HRID 2268514노트

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HRID 2268514 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]([N:62]2[CH2:67][CH2:66][O:65][CH2:64][CH2:63]2)=[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]([N:62]2[CH2:63][CH2:64][O:65][CH2:66][CH2:67]2)=[O:61])[CH2:37][C:38]2[C:39](=[O:51])[C:40]([O:49][CH3:50])=[C:41]([O:47][CH3:48])[C:42](=[O:45])[C:43]=2[CH2:44]1)=[O:35])[CH3:32]

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 180504Ceric ammonium nitrateHCID 18348513N-[8-(2-Ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoyl]morpholine

생성물 1

HCID 18348585N-[8-(2-Ethoxycarbonyl-5,6-dimethoxy-4,7-dioxoindan-2-yl)octanoyl]morpholine수율 57.4%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

A water (1.2 ml) solution of CAN (323 mg, 0.590 mmols) was dropwise added to an acetonitrile (2.5 ml) solution of N-[8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoyl]morpholine (123 mg, 0.236 mmols) with cooling with ice and 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 out in vacuo and the resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=2:1 to 1:1) to obtain the entitled compound (66.6 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 out in vacuo
  6. customthe resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=2:1 to 1:1)

출처 및 근거

ORD 기록
ord-0cfc01f3a44b4159bb27077f9f7c960a
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06326369B1

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