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Acetic Acid → Benzyl 9-oxo-3-azaspiro(5.5)undec-7-ene-3-carboxylate

HRID 706974
ノート
印刷プレビュー

反応式

HRID 706974 の反応式
N1([CH:7]=[C:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:15])[CH2:10][CH2:9]2)CCCCC1.[CH3:24][C:25](=[O:28])[CH:26]=[CH2:27].C(O)(=O)C>C(O)C>[O:28]=[C:25]1[CH2:24][CH2:7][C:8]2([CH2:9][CH2:10][N:11]([C:14]([O:16][CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[O:15])[CH2:12][CH2:13]2)[CH:27]=[CH:26]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 176Acetic AcidHCID 6570Methyl vinyl ketoneHCID 86642880Benzyl 4-(piperidin-1-ylmethylene)piperidine-1-carboxylate

生成物 1

HCID 23435732Benzyl 9-oxo-3-azaspiro(5.5)undec-7-ene-3-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of EXAMPLE 265A (15.88 g) in ethanol (300 mL) was added but-3-enone (3.89 g). The mixture was stirred at reflux overnight. Then acetic acid (30 mL) was added to the mixture which was stirred at reflux again overnight. The mixture was then concentrated under vacuum and the residue was diluted with ethyl acetate (400 mL) and washed with water and brine and dried over Na2SO4. After filtration and evaporation of the solvent, column purification gave the title compound.

後処理

  1. temperatureat reflux overnight
  2. stirringwas stirred
  3. temperatureat reflux again overnight
  4. concentrationThe mixture was then concentrated under vacuum
  5. additionthe residue was diluted with ethyl acetate (400 mL)
  6. washwashed with water and brine
  7. dry with materialdried over Na2SO4
  8. filtrationAfter filtration and evaporation of the solvent, column purification

出典と根拠

ORDレコード
ord-328bc85cbaa647f8894a94b9c7946c5d
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09174982B2

反応ノート

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