4-(2-methyl-pentyl)-morpholine | 16627-39-7

• 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-methyl-pentyl)-morpholine
• 英文别名: 1-Morpholino-2-methyl-pentan；N-(2-Methylpentyl)-morpholin；4-(2-Methylpentyl)morpholine
• CAS: 16627-39-7
• 化学式: C₁₀H₂₁NO
• 分子量: 171.283
• InChiKey: BDQXYBMVOPDDKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  4
• 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 、 戊烯 、 一氧化碳 在 Rh(IMes)(cod)Cl 、 氢气 作用下， 以 四氢呋喃 为溶剂， 95.0 ℃ 、6.0 MPa 条件下， 反应 12.0h， 生成 4-己基吗啉 、 4-(2-methyl-pentyl)-morpholine
  参考文献：
  名称：

  Hydroaminomethylation of olefins using a rhodium carbene catalyst

  摘要：

  Hydroaminomethylation of terminal as well as internal aliphatic and aromatic olefins with various amines is described in the presence of [Rh(cod)(Imes)Cl] as a catalyst. In general good to excellent yields and high chemo selectivity were obtained in THF at 85-105degreesC using 0.1 mol% of catalyst. (C) 2003 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(03)00008-x

文献信息

• Hydroaminomethylation of olefins using a rhodium carbene catalyst
  作者：Abdul Majeed Seayad、Kumaravel Selvakumar、Moballigh Ahmed、Matthias Beller

  DOI：10.1016/s0040-4039(03)00008-x

  日期：2003.2

  Hydroaminomethylation of terminal as well as internal aliphatic and aromatic olefins with various amines is described in the presence of [Rh(cod)(Imes)Cl] as a catalyst. In general good to excellent yields and high chemo selectivity were obtained in THF at 85-105degreesC using 0.1 mol% of catalyst. (C) 2003 Published by Elsevier Science Ltd.
• Amines Made Easily:  A Highly Selective Hydroaminomethylation of Olefins
  作者：Moballigh Ahmed、Abdul Majeed Seayad、Ralf Jackstell、Matthias Beller

  DOI：10.1021/ja030143w

  日期：2003.8.1

  A highly chemo- and regioselective hydroaminomethylation of simple as well as functionalized alpha-olefins using a cationic rhodium precatalyst together with Xantphos as ligand is reported. Studies of the influence of ligands and reaction conditions led to an unprecedented selective hydroaminomethylation procedure. The novel procedure constitutes an economically attractive and environmentally favorable synthesis of secondary and tertiary aliphatic amines.
• Compositions for use in alcohol and alcohol containing fuels
  申请人：The Lubrizol Corporation

  公开号：EP0085510B1

  公开（公告）日：1986-04-16
• US4666461A
  申请人：——

  公开号：US4666461A

  公开（公告）日：1987-05-19
• 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.