4-benzoyl-1-methyl-pyrrolidin-2-one | 1186195-72-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-benzoyl-1-methyl-pyrrolidin-2-one
• 英文别名: 4-benzoyl-1-methylpyrrolidin-2-one；4-Benzoyl-1-methylpyrrolidin-2-one
• CAS: 1186195-72-1
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: JKAZXNYPLHESGM-UHFFFAOYSA-N

物化性质

• 沸点：
  375.0±35.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N-dimethyl 4-phenyl-4-oxo-2-butenoic amide 950.0~1000.0 ℃ 、0.2 Pa 条件下， 以11%的产率得到4-benzoyl-1-methyl-pyrrolidin-2-one
  参考文献：
  名称：

  Cyclisation at very high temperature. Thermal transformations of N-alkyl and N, N-dialkyl amides of α,β-unsaturated acids into mono- and bicyclic heterocycles under FVT conditions

  摘要：

  Cyclisations of N-alkyl and N,N-dialkyl cinnamic amides to the corresponding pyrrolidin-2-ones under the conditions of flash vacuum thermolysis (FVT), are described. It was found that these reactions proceed at 950-1000 degrees C affording in various yields the mixtures of isomeric mono and bicyclic gamma-lactams, which were separated chromatographically and analysed by means of NMR spectroscopy. Two alternative mechanisms for the title process are proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.011

文献信息

• Cyclisation at very high temperature. Thermal transformations of N-alkyl and N, N-dialkyl amides of α,β-unsaturated acids into mono- and bicyclic heterocycles under FVT conditions
  作者：Stanisław Leśniak、Ryszard B. Nazarski、Beata Pasternak

  DOI：10.1016/j.tet.2009.06.011

  日期：2009.8

  Cyclisations of N-alkyl and N,N-dialkyl cinnamic amides to the corresponding pyrrolidin-2-ones under the conditions of flash vacuum thermolysis (FVT), are described. It was found that these reactions proceed at 950-1000 degrees C affording in various yields the mixtures of isomeric mono and bicyclic gamma-lactams, which were separated chromatographically and analysed by means of NMR spectroscopy. Two alternative mechanisms for the title process are proposed. (C) 2009 Elsevier Ltd. All rights reserved.