2-(N-methyl-N-phenylamino)cyclohexanol

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(N-methyl-N-phenylamino)cyclohexanol
• 英文别名: 2-(methyl(phenyl)amino)cyclohexan-1-ol；2-(N-methylanilino)cyclohexan-1-ol
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: BNANUDPNNFTPHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氧化环己烯 、 N-甲基苯胺 在 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以93%的产率得到2-(N-methyl-N-phenylamino)cyclohexanol
  参考文献：
  名称：

  ZnCl2催化对称环氧化物与芳香胺开环反应合成1,2-氨基醇

  摘要：

  （2022 年）。ZnCl2 催化对称环氧化物与芳香胺的开环反应合成 1,2-氨基醇。国际有机制剂和程序：卷。54，第 1 期，第 56-64 页。

  DOI：

  10.1080/00304948.2021.1994289

文献信息

• STRONGLY LEWIS ACIDIC METAL-ORGANIC FRAMEWORKS FOR CONTINUOUS FLOW CATALYSIS
  申请人：The University of Chicago

  公开号：US20210053042A1

  公开（公告）日：2021-02-25

  Lewis acidic metal-organic framework (MOF) materials comprising triflate-coordinated metal nodes are described. The materials can be used as heterogenous catalysts in a wide range of organic group transformations, including Diels-Alder reactions, epoxide-ring opening reactions, Friedel-Crafts acylation reactions and alkene hydroalkoxylation reactions. The MOFs can also be prepared with metallated organic bridging ligands to provide heterogenous catalysts for tandem reactions and/or prepared as composites with support particles for use in columns of continuous flow reactor systems. Methods of preparing and using the MOF materials and their composites are also described.

  描述了包含三氟甲磺酸盐配位金属节点的Lewis酸性金属有机框架（MOF）材料。这些材料可用作广泛范围的有机基团转化中的杂质催化剂，包括Diels-Alder反应、环氧化物开环反应、Friedel-Crafts酰化反应和烯烃水解烷氧基化反应。这些MOF还可以通过金属化有机桥联配体制备，以提供串联反应的杂质催化剂和/或与支撑颗粒制备为复合材料，用于连续流反应器系统的柱中。还描述了制备和使用MOF材料及其复合材料的方法。
• PREPARATION AND USE OF CHIRAL ZEOLITES FOR LIQUID CHROMATOGRAPHY
  申请人：Refaei Mohd

  公开号：US20100089831A1

  公开（公告）日：2010-04-15

  The present invention relates to the preparation of chiral zeolites and their use in liquid chromatography. The zeolite material may be used in the chromatographic separation of mixtures of components, such as the separation of enantiomers.

  本发明涉及手性沸石的制备及其在液相色谱中的应用。该沸石材料可用于混合物组分的色谱分离，例如对对映体的分离。
• Metal Node Control of Brønsted Acidity in Heterobimetallic Titanium–Organic Frameworks
  作者：Ana Rubio-Gaspar、Sergio Navalón、Sergio Tatay、Francisco G. Cirujano、Carmen Fernández-Conde、Natalia M. Padial、Carlos Martí-Gastaldo

  DOI：10.1021/jacs.2c12718

  日期：——

  grafting of strong acids, which here originate from the combination of Lewis Ti4+ and Brønsted Fe3+–OH acid sites. The applicability of MUV-101(Fe) to the synthesis of β-amino alcohols is demonstrated with a scope that also includes the gram scale synthesis of propranolol, a natural β-blocker listed as an essential medicine by the World Health Organization, with excellent yield and selectivity.

  与间接骨架修饰相比，簇组成的合成控制可用于直接获得催化活性，排除特定金属组合。我们通过使用同金属和异双金属金属氧三聚体（Fe 3 、 Ti 3 、 TiFe 2 、 TiCo 2和 TiNi 2 ）的五种组合的同结构介孔框架测试环氧化物的氨解来证明这一概念。只有 TiFe 2节点表现出与基于强酸接枝的基准催化剂相当的活性，强酸接枝源自 Lewis Ti 4+和 Brønsted Fe 3+ -OH 酸位点的组合。论证了MUV-101(Fe)在β-氨基醇合成中的适用性，范围还包括克级合成普萘洛尔，一种被世界卫生组织列为基本药物的天然β-受体阻滞剂，具有优异的合成效果。产率和选择性。
• Aluminium triflate: an efficient recyclable Lewis acid catalyst for the aminolysis of epoxides
  作者：D. Bradley G. Williams、Michelle Lawton

  DOI：10.1016/j.tetlet.2006.07.036

  日期：2006.9

  Epoxides are powerful starting materials for a range of useful materials and can be converted into, amongst others, amino alcohols. In this work, a range of epoxides was ring-opened using various alkyl- and arylamines under the action of aluminium triflate as a catalyst. This catalyst was found to be highly active, producing the desired amino alcohol products in high yields with low catalyst loadings. Additionally, it was shown that the aluminium triflate catalyst is recyclable by simple extraction into water and may be re-used several times. (c) 2006 Elsevier Ltd. All rights reserved.
• US8187468B2
  申请人：——

  公开号：US8187468B2

  公开（公告）日：2012-05-29