4-(3-(trimethylsilyl)prop-2-yn-1-yl)morpholine | 25835-86-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(3-(trimethylsilyl)prop-2-yn-1-yl)morpholine
• 英文别名: 4-(3-trimethylsilanyl-prop-2-ynyl)-morpholine；Trimethylsilyl-propargyl-morpholin；trimethyl(3-morpholin-4-ylprop-1-ynyl)silane
• CAS: 25835-86-3
• 化学式: C₁₀H₁₉NOSi
• 分子量: 197.352
• InChiKey: ZAJWUNWBAOTZBQ-UHFFFAOYSA-N

物化性质

• 沸点：
  221.8±25.0 °C(Predicted)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(3-(trimethylsilyl)prop-2-yn-1-yl)morpholine 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以75%的产率得到4-(3-Trimethylsilanyl-prop-2-ynyl)-morpholine 4-oxide
  参考文献：
  名称：

  Khuthier, Abdul-Hussain; Sheat, Mohammed A.; Al-Rawi, Jasim M. A., Journal of Chemical Research, Miniprint, 1987, # 6, p. 1501 - 1518

  摘要：

  DOI：
• 作为产物：
  描述：

  吗啉 生成 4-(3-(trimethylsilyl)prop-2-yn-1-yl)morpholine
  参考文献：
  名称：

  LAPIN N. N.; YAROSH O. G.; DUBOVIKOVA L. N.; SEREBRENNIKOVA EH. V.; IVANO+, XIM.-FARMATSEVT. ZH., 1978, 12, HO 12, 93-96

  摘要：

  DOI：

文献信息

• Mild and efficient synthesis of propargylamines by copper-catalyzed Mannich reaction
  作者：Lothar W. Bieber、Margarete F. da Silva

  DOI：10.1016/j.tetlet.2004.09.079

  日期：2004.11

  Terminal alkynes undergo mild and efficient aminomethylation with aqueous formaldehyde and secondary amines under CuI catalysis. In most cases high to nearly quantitative yields of tertiary propargylamines are obtained in DMSO solution at room temperature. Aromatic, aliphatic and silylated acetylenes as well as alkynols can be used. Primary amines are less reactive and satisfactory yields of secondary propargylamines

  末端炔烃在CuI催化下与甲醛水溶液和仲胺进行温和有效的氨甲基化反应。在大多数情况下，室温下在DMSO溶液中可获得高至接近定量的叔炔丙胺收率。可以使用芳族，脂族和甲硅烷基化乙炔以及炔醇。伯胺的反应性较低，仅用苯乙炔才能获得令人满意的仲炔丙基胺收率。
• Microwave-assisted copper(I) catalyzed A3-coupling reaction: Reactivity, substrate scope and the structural characterization of two coupling products
  作者：Vitthalrao S. Kashid、Maravanji S. Balakrishna

  DOI：10.1016/j.catcom.2017.09.020

  日期：2018.1

  of highly efficient catalyst [Cu(μ − I)2Cu}(PPh3)4] for the synthesis of biologically and pharmaceutically important propargylamine derivatives through microwave assisted A3-coupling reaction is described. The A3-coupling reaction performed under microwave conditions with a catalyst loading of 0.1 mol% produced propargylamines in almost quantitative isolated yields. Most of the reactions were completed

  描述了高效催化剂[Cu（μ  -I）2 Cu}（PPh 3）4 ]在通过微波辅助的A 3偶联反应合成生物学和药学上重要的炔丙基胺衍生物中的应用。在微波条件下以0.1摩尔％的催化剂负载量进行的A 3偶联反应以几乎定量的分离产率产生炔丙基胺。大多数反应在5分钟内完成。使用各种炔烃，胺和醛以优异的产率生产炔丙基胺。
• Practical synthesis of silyl-protected and functionalized propargylamines using nanostructured Ag/TiO2 and Pt/TiO2 as active recyclable catalysts
  作者：Yasser M. A. Mohamed、Hossam A. El Nazer、Eirik Johansson Solum

  DOI：10.1007/s11696-018-0604-6

  日期：2019.2

  Herein we report the use of Ag/TiO2 and Pt/TiO2 nanocatalysts to promote the synthesis of a series of silyl-protected and functionalized propargylamine derivatives through alkyne–amine–aldehyde (A3) coupling under microwave condition using water as solvent in short reaction times with high yielding production. A comparative study between the two catalysts was also demonstrated to prove that Pt/TiO2 nanocomposite has higher potential effect for propargylamines synthesis more than Ag/TiO2. The main features of the investigated method for propargylamines synthesis were easy handling, low catalyst loading as well as the feasibility of catalyst recyclability. The prepared compounds are potentially beneficial with possible pharmacological and biological properties, which that could be used in several disciplines including medicinal and agricultural applications.

  在此，我们报告了使用 Ag/TiO2 和 Pt/TiO2 纳米催化剂在微波条件下，以水为溶剂，通过炔-胺-醛（A3）偶联促进一系列硅烷保护和功能化丙炔胺衍生物的合成，反应时间短，产率高。对两种催化剂的比较研究也证明，Pt/TiO2 纳米复合材料比 Ag/TiO2 在合成丙炔胺方面具有更高的潜在效果。所研究的丙炔胺合成方法的主要特点是操作简便、催化剂负载量低以及催化剂可回收利用。所制备的化合物具有潜在的药理和生物特性，可用于多个学科，包括医药和农业应用。
• Nicholas reactions of amines
  作者：Klaus-Dieter Roth、Utz Müller

  DOI：10.1016/s0040-4039(00)60481-1

  日期：1993.4

  An efficient synthesis of mono- and bispropargylated tertiary amines is described. using the Nicholas reaction with primary and secondary amines as nucleophiles.
• KHUTHIER ABDUL-HUSSAIN; SHEAT MOHAMMED A.; AL-RAWI JASIM M. A.; SALIH ZUH+, J. CHEM. RES. SYNOP.,(1987) 184-185
  作者：KHUTHIER ABDUL-HUSSAIN、 SHEAT MOHAMMED A.、 AL-RAWI JASIM M. A.、 SALIH ZUH+

  DOI：——

  日期：——