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Bis-(1H-imidazol-2-YL)-methanone → (S)-(-)-4-Benzyl-5,5-dimethyl-2-oxazolidinone

HRID 2392829
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HRID 2392829 반응식
[NH2:1][C@@H:2]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3]([CH3:6])([OH:5])[CH3:4].[C:14](C1NC=CN=1)(C1NC=CN=1)=[O:15]>ClCCl>[CH2:7]([C@H:2]1[C:3]([CH3:4])([CH3:6])[O:5][C:14](=[O:15])[NH:1]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1
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참가 물질

4

반응물 2

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 12192619HCID 12192619, 화합물

생성물 1

HCID 10921652(S)-(-)-4-Benzyl-5,5-dimethyl-2-oxazolidinone수율 96%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (8) (16.27 g, 90.9 mmol) in dichloromethane (1 1) was added carbonyl diimidazole (17.69 g, 109.1 mmol) and the reaction mixture was refluxed for 2 hours. The reaction was quenched with hydrochloric acid (1M) and the product extracted repeatedly with dichloromethane. The combined organic extracts were dried over magnesium sulphate. After concentration in vacuo the residue was purified by flash column chromatography using 40% ethyl acetate/40-60 petroleum ether as eluant to give the title compound (10) (17.89 g, 96%).

후처리

  1. temperaturethe reaction mixture was refluxed for 2 hours
  2. customThe reaction was quenched with hydrochloric acid (1M)
  3. extractionthe product extracted repeatedly with dichloromethane
  4. dry with materialThe combined organic extracts were dried over magnesium sulphate
  5. concentrationAfter concentration in vacuo the residue
  6. customwas purified by flash column chromatography

출처 및 근거

ORD 기록
ord-5f2b3234820b4813911de8a7f17ec52a
출처 데이터셋
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05801249

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