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Bis-(1H-imidazol-2-YL)-methanone → (R)-(-)-5,5-Dimethyl-4-phenyl-2-oxazolidinone

HRID 2392834
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HRID 2392834 반응식
[NH2:1][C@H:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([CH3:6])([OH:5])[CH3:4].[C:13](C1NC=CN=1)(C1NC=CN=1)=[O:14]>ClCCl>[C:7]1([C@@H:2]2[C:3]([CH3:6])([CH3:4])[O:5][C:13](=[O:14])[NH:1]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 11240681(βR)-β-Amino-α,α-dimethylbenzeneethanol

생성물 1

HCID 6950851(R)-(-)-5,5-Dimethyl-4-phenyl-2-oxazolidinone수율 82.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (13) (1.30 g, 7.89 mmol) in dichloromethane (100 ml) was added carbonyl diimidazole (1.534 g, 9.47 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 (15) (1.24 g, 82%).

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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-2b20d07d42ed4c48b8d5920618b96d1c
출처 데이터셋
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05801249

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