4-(2-methylhexyl)morpholine | 927681-28-5

• 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-(2-methylhexyl)morpholine
• CAS: 927681-28-5
• 化学式: C₁₁H₂₃NO
• 分子量: 185.31
• InChiKey: GFTMEISTJYOVTI-UHFFFAOYSA-N

物化性质

• 沸点：
  241.6±15.0 °C(Predicted)
• 密度：
  0.886±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吗啉 、 2-甲基-1-己烯 在 2,4,6-Triisopropylthiophenol 、 [Ir(2-(2,4-difluorophenyl)-5-(methyl)pyridinyl)₂(4,4′-bis(tert-butyl)bipyridine)]*PF₆ 作用下， 以 甲苯 为溶剂， 以97%的产率得到4-(2-methylhexyl)morpholine
  参考文献：
  名称：

  未活化烯烃与仲烷基胺的催化分子间加氢胺化

  摘要：

  加氢胺化得到轻而易举的提升 烯烃的加氢胺化是一种广泛有用的制备碳氮键的方法。然而，当胺和烯烃都具有多个烷基取代基时，反应会在能量上变得不利。穆萨奇奥等人。使用蓝光中的能量来克服这个障碍（见布坎南和赫尔的观点）。光激发的铱络合物氧化胺，胺又有效地与烯烃结合，然后苯硫酚助催化剂将电子穿梭回来。该反应可以在广泛的胺和烯烃伙伴中进行。科学，这个问题 p。727; 另见第。690 光化学电子转移驱动 C-N 键的形成，否则在能量上是不利的。未活化烯烃与简单二烷基胺的分子间加氢胺化仍然是有机合成中未解决的问题。我们报告了一种催化协议，用于将环状和非环状仲烷基胺有效添加到具有完全抗马尔科夫尼科夫区域选择性的各种烷基烯烃中。在这个过程中，碳氮键的形成通过一个关键的胺自由基阳离子中间体进行，该中间体是通过激发态铱光催化剂和胺底物之间的电子转移产生的。这些反应是氧化还原中性和完全原子经济的，表现出广泛的官能团

  DOI：

  10.1126/science.aal3010

文献信息

• Selective hydroaminomethylation of olefins using simple and efficient Rh-phosphinite complex catalyst
  作者：Shoeb R. Khan、Bhalchandra M. Bhanage

  DOI：10.1002/aoc.3046

  日期：2013.12

  Hydroaminomethylation of various olefins with primary and secondary amines was carried out using a simple and efficient rhodium–phosphinite complex catalyst. The influence of various reaction parameters including the effects of temperature, pressure, catalyst loading, time and solvents has been investigated. The present protocol is general with wider substrate applicability for the synthesis of an

  各种烯烃与伯胺和仲胺的氢氨基甲基化反应是使用简单有效的铑-次亚膦酸酯络合物催化剂进行的。研究了各种反应参数的影响，包括温度，压力，催化剂负载量，时间和溶剂的影响。本方案是一般的，具有广泛的底物适用性，用于合成重要种类的脂族胺和芳基乙胺。在温和的反应条件下，以非常好的底物/催化剂摩尔比（周转数2500）实现了对胺的高活性和选择性。版权所有©2013 John Wiley＆Sons，Ltd.
• PEG-anchored rhodium polyether diphosphinite complex as an efficient homogeneous and recyclable catalyst for hydroaminomethylation of olefins
  作者：Shoeb R. Khan、Mayur V. Khedkar、Ziyauddin S. Qureshi、Dattatraya B. Bagal、Bhalchandra M. Bhanage

  DOI：10.1016/j.catcom.2011.08.033

  日期：2011.11

  A recyclable rhodium polyether diphosphinite complex anchored in polyethylene glycol [RhPEGD] was studied for hydroaminomethylation of various olefins with primary and secondary amines. The protocol was optimized with respect to various reaction parameters and the general applicability of catalyst for hydroaminomethylation of different functionalized olefins with corresponding amines was investigated

  研究了固定在聚乙二醇[RhPEGD]中的可循环利用的铑聚醚二亚膦酸酯络合物，用于各种烯烃与伯胺和仲胺的加氢氨基甲基化反应。该协议针对各种反应参数进行了优化，并研究了催化剂用于不同官能化烯烃与相应胺进行氢氨甲基化反应的一般适用性。在反应过程中，催化剂可溶于反应物/产物中，而在反应完成时可通过添加反溶剂以双相形式从反应介质中定量分离出来。该催化剂表现出显着的活性，随后被循环使用多达五个连续循环。
• Substituted indole Mcl-1 inhibitors
  申请人：Vanderbilt University

  公开号：US11208415B2

  公开（公告）日：2021-12-28

  The present invention provides for compounds that inhibit the activity of an anti-apoptotic Bcl-2 family member Myeloid cell leukemia-1 (Mcl-1) protein. The present invention also provides for pharmaceutical compositions as well as methods for using compounds for treatment of diseases and conditions (e.g., cancer) characterized by the over-expression or dysregulation of Mcl-1 protein.

  本发明提供了抑制抗凋亡 Bcl-2 家族成员骨髓细胞白血病-1（Mcl-1）蛋白活性的化合物。本发明还提供了药物组合物以及使用化合物治疗以 Mcl-1 蛋白过度表达或失调为特征的疾病和病症（如癌症）的方法。
• Rhodium exchanged ETS-10 and ETS-4: Efficient heterogeneous catalyst for hydroaminomethylation
  作者：N. Sudheesh、Ram S. Shukla

  DOI：10.1016/j.apcata.2014.01.002

  日期：2014.3

  Rhodium exchanged titanosilicates (ETS-10 and ETS-4) were synthesized and found to be efficient and stable catalysts for hydroaminomethylation reaction. The catalyst was highly active and selective towards amine product within lower reaction time of 4 h. 1-Hexene and pyrrolidine were taken as representative substrates for parametric variations using Rh-ETS-10. The increase in pyrrolidine ratio gave some significant information showing a decrease in conversion with increased selectivity. The reason may be the competition between pyrrolidine and 1-hexene for coordination sites in rhodium and which prevents the beta-hydride elimination. The ratios of H-2 and CO have influenced hydroaminomethylation and the best performance was in the CO: H-2 ratio of 1:4 under the studied conditions. The initial rate of formation of amine was double than that of isomerization of 1-hexene. The Rh cluster like complex was formed on treating the catalyst with syn gas. A homogenous-heterogeneous dual nature of Rh was found during hydroaminomethylation. The catalyst was effectively recycled for three times without much loss in its activity and selectivity. (C) 2014 Elsevier B.V. All rights reserved.
• Rhodium complex encapsulated functionalized hexagonal mesoporous silica for heterogeneous hydroaminomethylation
  作者：N. Sudheesh、Ram S. Shukla

  DOI：10.1016/j.apcata.2012.12.021

  日期：2013.2

  HRh(CO)(PPh3)(3) complex was encapsulated into the pores of amino functionalized hexagonal mesoporous silica. The catalyst was characterized by physico-chemical techniques like P-XRD, P-31-CPMAS NMR, FT-IR, SEM, ICP and N-2 adsorption analysis. The catalyst was active for hydroaminomethylation and a variety of alkenes and amines were used as reactants for hydroaminomethylation. The catalyst afforded to achieve 100% conversion with high (>95%) selectivity to corresponding amines. Parametric variations were performed by taking 1-hexene and morpholine as representative reactants for the study of catalyst amount, temperature, pressure and 1-hexene:morpholine ratio. Significant amounts of aldehydes and enamines were observed during the course of the reaction indicating that there could be two possible rate determining steps. The catalyst was effectively recycled up to five times without much loss in its activity and selectivity. (C) 2012 Elsevier B.V. All rights reserved.