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Potassium Acetate → Ethyl 2-(1-benzyloxycarbonyl-3-azetidinyl)acrylate

HRID 1457998
ノート
印刷プレビュー

反応式

HRID 1457998 の反応式
[CH2:1]([O:8][C:9]([N:11]1[CH2:14][CH:13]([CH:15]([C:21](O)=O)[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[K+]>C(#N)C>[CH2:1]([O:8][C:9]([N:11]1[CH2:12][CH:13]([C:15](=[CH2:21])[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:14]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=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 517044Potassium AcetateHCID 53765389Ethyl hydrogen (1-benzyloxycarbonyl-3-azetidinyl)malonate

生成物 1

HCID 54322358Ethyl 2-(1-benzyloxycarbonyl-3-azetidinyl)acrylate収率 86.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To 732 mg (2.28 mmol) of ethyl hydrogen (1-benzyloxycarbonyl-3-azetidinyl)malonate dissolved in 70 ml of acetonitrile were added 1.05 g (5.67 mmol) of Eshenmoser's salt and a catalytically effective amount of potassium acetate, followed by 4.5 hours of heating under reflux. After evaporation of the solvent, the resulting residue was mixed with 100 ml of ethyl acetate, washed with 10% citric acid aqueous solution, 10% sodium sulfite aqueous solution and saturated brine in that order, and then dried over anhydrous sodium sulfate. By evaporating the solvent, 569 mg (86%) of the title compound was obtained.

後処理

  1. additionwere added 1.05 g (5.67 mmol) of Eshenmoser's salt
  2. temperatureof heating
  3. temperatureunder reflux
  4. customAfter evaporation of the solvent
  5. additionthe resulting residue was mixed with 100 ml of ethyl acetate
  6. washwashed with 10% citric acid aqueous solution, 10% sodium sulfite aqueous solution and saturated brine in that order
  7. dry with materialdried over anhydrous sodium sulfate
  8. customBy evaporating the solvent

出典と根拠

ORDレコード
ord-811ea7ee01dd4281abbeeec749354545
出典データセット
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05849757

反応ノート

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