Water → HCID 69426934、化合物

HRID 1766670ノート

反応式

HRID 1766670 の反応式
[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

参加物

8

反応物 4

HCID 962WaterHCID 11776TriphenylphosphineHCID 128393233-Ethenylcyclopentan-1-oneHCID 23031211HCID 23031211、化合物

生成物 1

HCID 69426934HCID 69426934、化合物

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 178418647HCID 178418647、化合物触媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-0789045581084cc18dcde0f65627a08e
出典データセット
uspto-grants-2007_06
特許番号
US07230031B2

反応ノート

読み込み中…