4-(1-(2-ethoxyphenyl)-3-phenylprop-2-yn-1-yl)morpholine

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 4-(1-(2-ethoxyphenyl)-3-phenylprop-2-yn-1-yl)morpholine
• 英文别名: 4-[1-(2-Ethoxyphenyl)-3-phenylprop-2-ynyl]morpholine；4-[1-(2-ethoxyphenyl)-3-phenylprop-2-ynyl]morpholine
• 化学式: C₂₁H₂₃NO₂
• 分子量: 321.419
• InChiKey: AONXZISDFXNDIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吗啉 、 2-乙氧基苯甲醛 、 苯乙炔 在 polyamidoamine-2-pyridinecarboxaldehyde polymer supported copper(II) catalyst 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以90%的产率得到4-(1-(2-ethoxyphenyl)-3-phenylprop-2-yn-1-yl)morpholine
  参考文献：
  名称：

  Polymer Beads Decorated with Dendritic Systems as Supports for A3 Coupling Catalysts

  摘要：

  摘要：利用两阶段程序对含环氧官能团的凝胶型微观聚合物微珠进行改性，以在其表面装饰零级PAMAM型树枝状聚合物和不同的杂环醛（2-吡啶甲醛、2-吡咯甲醛、糠醛或2-噻吩甲醛）基团。然后使用这种方式提供的聚合物支持物质固定铜（II）离子。所得材料使用不同的仪器技术进行表征（光学显微镜、扫描电镜、傅里叶变换红外显微镜、DR UV-Vis、ICP-OES和热分析）。它们还被用作苯甲醛、吗啉和苯基乙炔的模型A3偶联反应的催化剂。发现带有2-吡啶甲醛基团的聚合物催化剂具有最佳的催化活性。它在A3偶联反应中表现出良好的效果，包括不同的苯甲醛、炔烃和二级胺衍生物。在模型A3偶联反应中，它还可以多次回收使用而不会显著降低其活性。

  DOI：

  10.1007/s10562-020-03301-0

文献信息

• Zn(OAc)2·2H2O: a versatile catalyst for the one-pot synthesis of propargylamines
  作者：Enugala Ramu、Ravi Varala、Nuvula Sreelatha、Srinivas R. Adapa

  DOI：10.1016/j.tetlet.2007.07.196

  日期：2007.10

  An inexpensive and readily available catalyst, Zn(OAc)(2)center dot 2H(2)O is successfully evaluated for effective one-pot synthesis of propargylamines with moderate to excellent yields for most of the substrates screened, without the need of base, co-catalyst or additive in the presence of air. (C) 2007 Elsevier Ltd. All rights reserved.
• Zn(OTf)2-Mediated Expeditious and Solvent-Free Synthesis of Propargylamines via C–H Activation of Phenylacetylene
  作者：Hemant Chandak、Prashant Sarode、Sandeep Bahekar

  DOI：10.1055/s-0035-1562114

  日期：——

  Zn(OTf)(2)-mediated expeditious and solvent-free synthesis of propargylamines via A(3) coupling of aldehydes, amines, and phenylacetylene has been described. The described protocol proceeds effectively with variety of substituted benzaldehydes, enolizable aldehyde, and formaldehyde. Recyclability of the catalyst, low catalyst loading, and use of inexpensive catalyst are the key features of the present protocol.
• Polymer Beads Decorated with Dendritic Systems as Supports for A3 Coupling Catalysts
  作者：Agnieszka Bukowska、Karol Bester、Maciej Pytel、Wiktor Bukowski

  DOI：10.1007/s10562-020-03301-0

  日期：2021.2

  The gel type microscopic polymer beads bearing epoxy functionalities were modified using the two-stage procedures in order to decorate their surface with the moieties of the zeroth order PAMAM type dendrimer and different heterocyclic aldehydes (2-pyridinecarboxaldehyde, 2-pyrrolidinecarboxaldehyde, furfural or 2-thiophenecarboxaldehyde). The polymeric supports provided in this manner were then used for the immobilization of copper(II) ions. The resulting materials were characterized using different instrumental techniques (optical microscopy, SEM, FTIR microscopy, DR UV–Vis, ICP-OES, and thermal analysis). They were also used as catalysts in the model A³ coupling reaction of benzaldehyde, morpholine and phenylacetylene. The best catalytic activity was found for the polymeric catalyst bearing 2-pyridinecarboxaldehyde moieties. It turned out to be effective in the A³ coupling reactions included different benzaldehyde, alkyne, and secondary amine derivatives, as well. It could also be recycled several times without a significant decrease in its activity in the model A³ coupling reaction.

  摘要：利用两阶段程序对含环氧官能团的凝胶型微观聚合物微珠进行改性，以在其表面装饰零级PAMAM型树枝状聚合物和不同的杂环醛（2-吡啶甲醛、2-吡咯甲醛、糠醛或2-噻吩甲醛）基团。然后使用这种方式提供的聚合物支持物质固定铜（II）离子。所得材料使用不同的仪器技术进行表征（光学显微镜、扫描电镜、傅里叶变换红外显微镜、DR UV-Vis、ICP-OES和热分析）。它们还被用作苯甲醛、吗啉和苯基乙炔的模型A3偶联反应的催化剂。发现带有2-吡啶甲醛基团的聚合物催化剂具有最佳的催化活性。它在A3偶联反应中表现出良好的效果，包括不同的苯甲醛、炔烃和二级胺衍生物。在模型A3偶联反应中，它还可以多次回收使用而不会显著降低其活性。