Selenium Dioxide → 6-hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

HRID 17874

반응식

HRID 17874 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH2:7][C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][CH:11]=[C:10]([OH:21])[CH:9]=2)=[O:5])[CH3:2].[Se](=O)=[O:23]>O1CCOCC1>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:23])[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][CH:11]=[C:10]([OH:21])[CH:9]=2)=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 24007Selenium DioxideHCID 118452786-hydroxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

생성물 1

HCID 118452796-hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester수율 58%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

6-Hydroxy-3-phenyl-1H-indene-2-carboxylate ethyl ester (1 g, 3.57 mmol) was dissolved in 1,4-dioxane (50 ml), and then selenium dioxide (5.49 g, 53.55 mmol) was added thereto. The mixture was refluxed for 12 hour with vigorous stirring. The resulting mixture was filtered and concentrated, and the concentrate was extracted with ethyl acetate. The extract was washed with brine, and the organic layer was dried over anhydrous magnesium sulfate, concentrated under a reduced pressure, and the residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:4) to obtain the title compound (58%) as a rich red solid.

후처리

  1. temperatureThe mixture was refluxed for 12 hour with vigorous stirring
  2. filtrationThe resulting mixture was filtered
  3. concentrationconcentrated
  4. extractionthe concentrate was extracted with ethyl acetate
  5. washThe extract was washed with brine
  6. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under a reduced pressure

출처 및 근거

ORD 기록
ord-9317969a1a364c05ade6516d6d0ab071
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741323B2

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