1-(3-chlorobenzyl)-2-pyrrolidinone | 60737-69-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-chlorobenzyl)-2-pyrrolidinone
• 英文别名: 1-[(3-Chlorophenyl)methyl]pyrrolidin-2-one
• CAS: 60737-69-1
• 化学式: C₁₁H₁₂ClNO
• 分子量: 209.675
• InChiKey: VRNRAJVHZPGBEX-UHFFFAOYSA-N

物化性质

• 沸点：
  373.4±25.0 °C(predicted)
• 密度：
  1.259±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  γ-丁内酯 、 3-氯苄胺 在 1-butyl-3-methylimidazolium Tetrafluoroborate 作用下， 反应 0.58h， 以84%的产率得到1-(3-chlorobenzyl)-2-pyrrolidinone
  参考文献：
  名称：

  Fast, Acid-Free, and Selective Lactamization of Lactones in Ionic Liquids

  摘要：

  A fast and acid-free one-pot 0.2-30 mmol microwave methodology for direct ionic liquid-mediated preparation of lactams from lactones and primary amines has been developed. The protocol was investigated with a wide range of primary amines and a handful of lactones, including substrates with acid-sensitive substituents. Both gamma-lactams and delta-lactams were, despite the complete absence of a Bronsted acid. obtained in useful to excellent yields after only 35 min of microwave processing.

  DOI：

  10.1021/jo8015264

文献信息

• Fast, Acid-Free, and Selective Lactamization of Lactones in Ionic Liquids
  作者：Kristina M. Orrling、Xiongyu Wu、Francesco Russo、Mats Larhed

  DOI：10.1021/jo8015264

  日期：2008.11.7

  A fast and acid-free one-pot 0.2-30 mmol microwave methodology for direct ionic liquid-mediated preparation of lactams from lactones and primary amines has been developed. The protocol was investigated with a wide range of primary amines and a handful of lactones, including substrates with acid-sensitive substituents. Both gamma-lactams and delta-lactams were, despite the complete absence of a Bronsted acid. obtained in useful to excellent yields after only 35 min of microwave processing.