(E)-1-(2-(3-methylphenyl)ethenyl)piperidine

• 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: (E)-1-(2-(3-methylphenyl)ethenyl)piperidine
• 英文别名: 1-[(E)-2-(3-methylphenyl)ethenyl]piperidine
• 化学式: C₁₄H₁₉N
• 分子量: 201.312
• InChiKey: AQLJGBJKZVPFSZ-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  哌啶 、 3-甲基苯乙炔 在 C₁₇H₁₈NORh⁽²⁺⁾ 、 三(4-甲氧苯基)膦 作用下， 以 苯 为溶剂， 反应 24.0h， 以82%的产率得到(E)-1-(2-(3-methylphenyl)ethenyl)piperidine
  参考文献：
  名称：

  Rhodium-Catalyzed anti-Markovnikov Addition of Secondary Amines to Arylacetylenes at Room Temperature

  摘要：

  An efficient method for synthesis of E-enamines by the anti-Markovnikov addition of secondary amines to terminal alkynes is described. The reaction of a variety of aryl- and heteroarylacetylenes proceeded at room temperature using a combination of a 8-quinolinolato rhodium complex and P(p-MeOC6H4)(3) as a catalyst. The products were obtained as enamines by simple bulb-to-bulb distillation.

  DOI：

  10.1021/ol201453h

文献信息

• Anti-Markovnikov Functionalization of Olefins: Rhodium-Catalyzed Oxidative Aminations of Styrenes
  作者：Matthias Beller、Martin Eichberger、Harald Trauthwein

  DOI：10.1002/anie.199722251

  日期：1997.11.3
• Rhodium-Catalyzed anti-Markovnikov Addition of Secondary Amines to Arylacetylenes at Room Temperature
  作者：Kazunori Sakai、Takuya Kochi、Fumitoshi Kakiuchi

  DOI：10.1021/ol201453h

  日期：2011.8.5

  An efficient method for synthesis of E-enamines by the anti-Markovnikov addition of secondary amines to terminal alkynes is described. The reaction of a variety of aryl- and heteroarylacetylenes proceeded at room temperature using a combination of a 8-quinolinolato rhodium complex and P(p-MeOC6H4)(3) as a catalyst. The products were obtained as enamines by simple bulb-to-bulb distillation.