Water → HCID 69426934, 화합물

HRID 1766670노트

반응식

HRID 1766670 반응식
[CH2:1]([O:8][C:9]1[CH:28]=[CH:27][C:12]([O:13][C:14]2[C:22]([CH3:23])=[CH:21][C:20]([N+:24]([O-:26])=[O:25])=[C:19]3[C:15]=2[CH2:16][CH2:17][CH2:18]3)=[CH:11][C:10]=1I)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:30]([CH:32]1[CH2:36][CH2:35][C:34](=[O:37])[CH2:33]1)=[CH2:31].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(=O)([O-])[O-].[Ag+2].C(OCC)(=O)C>[CH2:1]([O:8][C:9]1[CH:28]=[CH:27][C:12]([O:13][C:14]2[C:22]([CH3:23])=[CH:21][C:20]([N+:24]([O-:26])=[O:25])=[C:19]3[C:15]=2[CH2:16][CH2:17][CH2:18]3)=[CH:11][C:10]=1[CH:31]=[CH:30][CH:32]1[CH2:36][CH2:35][C:34](=[O:37])[CH2:33]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

8

반응물 4

HCID 962WaterHCID 11776TriphenylphosphineHCID 128393233-Ethenylcyclopentan-1-oneHCID 23031211HCID 23031211, 화합물

생성물 1

HCID 69426934HCID 69426934, 화합물

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 178418647HCID 178418647, 화합물촉매HCID 8857Ethyl Acetate용매

실험 절차

4-(4-benzyloxy-3-iodo-phenoxy)-5-methyl-7-nitroindane (571 mg), 3-vinylcyclopentanone (197 μL), palladium acetate (II)(13 mg), triphenylphosphine (30 mg), and silver carbonate (189 mg) were stirred at 80° C. for 21 hours. To the reaction mixture were added water and ethyl acetate. The insoluble material was removed by filtration. The filtrate was extracted with ethyl acetate. The organic layer was washed with 1 mol/L hydrochloric acid, brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=10/1−5/1) to give the title compound (155 mg).

후처리

  1. customThe insoluble material was removed by filtration
  2. extractionThe filtrate was extracted with ethyl acetate
  3. washThe organic layer was washed with 1 mol/L hydrochloric acid, brine successively
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=10/1−5/1)

출처 및 근거

ORD 기록
ord-0789045581084cc18dcde0f65627a08e
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07230031B2

반응 노트

불러오는 중…