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

HRID 2392829
ノート
印刷プレビュー

反応式

HRID 2392829 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 12192619HCID 12192619、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-5f2b3234820b4813911de8a7f17ec52a
出典データセット
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05801249

反応ノート

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