Acetic Acid → 5-([4-[2-(4-(2-Propanesulfonyloxy)phenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dione

HRID 1595528노트

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HRID 1595528 반응식
[CH3:1][CH:2]([S:4]([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][O:16][C:17]2[CH:30]=[CH:29][C:20]([CH:21]=[C:22]3[S:26][C:25](=[O:27])[NH:24][C:23]3=[O:28])=[CH:19][CH:18]=2)=[CH:10][CH:9]=1)(=[O:6])=[O:5])[CH3:3].C(O)(=O)C>C(OCC)(=O)C.[Pd]>[CH3:3][CH:2]([S:4]([O:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][O:16][C:17]2[CH:30]=[CH:29][C:20]([CH2:21][CH:22]3[S:26][C:25](=[O:27])[NH:24][C:23]3=[O:28])=[CH:19][CH:18]=2)=[CH:12][CH:13]=1)(=[O:6])=[O:5])[CH3:1]

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 867573785-(4-[2-(4-(2-Propanesulfonyloxy)phenyl)ethoxy]benzylidene)thiazolidine-2,4-dione

생성물 1

HCID 867573795-([4-[2-(4-(2-Propanesulfonyloxy)phenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dione수율 45.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

1.2 g (2.7 mmole) 5-(4-[2-(4-(2-propanesulfonyloxy)phenyl)ethoxy]benzylidene)thiazolidine-2,4-dione was dissolved in 250 ml ethyl acetate by heating. 6 ml acetic acid and 1 g Pd/C (5%) were added and the hydrogenation was started while the solution was warm. After 12 hours at room temperature, more of the catalyst was added. After 60 hours the reaction mixture was filtered through celite and the solvent was evaporated in vacuo. The hydrogenation was restarted with more Pd/C (10%) and ethyl acetate. After 6 hours the reaction mixture was filtered through celite and the solvent was evaporated in vacuo. The crude product was purified by chromatography on silica gel using dichloromethane:methanol (95:5) as eluent to give 0.557 g (yield 45.9%) of the desired product.

후처리

  1. temperatureby heating
  2. temperaturewas warm
  3. additionmore of the catalyst was added
  4. filtrationAfter 60 hours the reaction mixture was filtered through celite
  5. customthe solvent was evaporated in vacuo
  6. filtrationAfter 6 hours the reaction mixture was filtered through celite
  7. customthe solvent was evaporated in vacuo
  8. customThe crude product was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-caf7adcf92dc4616b420cb6209f8c734
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06288096B1

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