1-(1-phenyloct-2-yn-1-yl)piperidine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(1-phenyloct-2-yn-1-yl)piperidine
• 英文别名: 1-(1-Phenyloct-2-ynyl)piperidine；1-(1-phenyloct-2-ynyl)piperidine
• 化学式: C₁₉H₂₇N
• 分子量: 269.43
• InChiKey: ZCLYYMDQXSHNEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  1-[tert-butoxy(phenyl)methyl]piperidine 、 dimethylhept-1-ynylaluminum 以 甲苯 为溶剂， 反应 0.5h， 以94%的产率得到1-(1-phenyloct-2-yn-1-yl)piperidine
  参考文献：
  名称：

  通过在N，N-双取代的甲酰胺和N，O-缩醛中添加炔基二甲基铝试剂合成N，N-二取代的3-氨基-1,4-二炔和3-氨基-1-炔

  摘要：

  将一系列炔基二甲基铝试剂添加到N，N-二取代的甲酰胺及其缩醛中，以提供相应的N，N-二取代的3-氨基-1,4-二炔。同样，这些试剂平稳地添加到N，O-乙缩醛中，得到相应的N，N-二取代的3-amino-1-ynes。

  DOI：

  10.1002/ejoc.201402464

文献信息

• An efficient synthesis of propargylamines via C–H activation catalyzed by copper(<scp>i</scp>) in ionic liquids
  作者：Soon Bong Park、Howard Alper

  DOI：10.1039/b416268d

  日期：——

  A readily available copper(I) catalyst, in an ionic liquid, can effect three-component coupling of aldehydes, amines and alkynes to generate propargylamines in high yields.

  一种 readily available （易得的）铜(I) 催化剂，使用离子液体，可以实现醛、胺和炔烃的三组分耦合，生成高产率的丙炔胺。
• Aldehyde–alkyne–amine (A³) coupling catalyzed by a highly efficient dicopper complex
  作者：Hong-Bin Chen、Yan Zhao、Yi Liao

  DOI：10.1039/c5ra04729c

  日期：——

  A dicopper(i) complex was developed as highly efficient catalyst for A³ coupling reactions, which led to the formation of propargylamines.

  一种双铜（i）配合物被开发为高效催化剂，用于A3偶联反应，导致丙炔胺的形成。
• 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.
• Nanosize Co3O4 as a novel, robust, efficient and recyclable catalyst for A3-coupling reaction of propargylamines
  作者：Kushal D. Bhatte、Dinesh N. Sawant、Krishna M. Deshmukh、Bhalchandra M. Bhanage

  DOI：10.1016/j.catcom.2011.09.012

  日期：2011.11

  Nanosize Co3O4 was prepared via hydrothermal synthesis and characterized using TEM, XRD, EDAX, XPS and BET surface area analysis. Prepared nanosize Co3O4 was found to be highly efficient catalyst for the synthesis of propargylamines via A(3)-coupling reaction. The catalyst was recycled up to ten consecutive cycles without any loss in its activity. The developed protocol offers efficient synthesis of diverse propargylamines eliminating the use of co-catalyst and activator as reported in earlier literature. (C) 2011 Elsevier B.V. All rights reserved.
• Synthesis of<i>N</i>,<i>N</i>-Disubstituted 3-Amino-1,4-diynes and 3-Amino-1-ynes by Addition of Alkynyldimethylaluminum Reagents to<i>N</i>,<i>N</i>-Disubstituted Formamides and N,O-Acetals
  作者：Balaji L. Korbad、Sang-Hyeup Lee

  DOI：10.1002/ejoc.201402464

  日期：2014.8

  A range of alkynyldimethylaluminum reagents were added to N,N‐disubstituted formamides and the their acetals to provide the corresponding N,N‐disubstituted 3‐amino‐1,4‐diynes. Also, these reagents smoothly underwent the addition to N,O‐acetals to give the corresponding N,N‐disubstituted 3‐amino‐1‐ynes.

  将一系列炔基二甲基铝试剂添加到N，N-二取代的甲酰胺及其缩醛中，以提供相应的N，N-二取代的3-氨基-1,4-二炔。同样，这些试剂平稳地添加到N，O-乙缩醛中，得到相应的N，N-二取代的3-amino-1-ynes。