trans-N-(2-methoxycyclohexyl)phenylamine | 78923-88-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: trans-N-(2-methoxycyclohexyl)phenylamine
• 英文别名: trans-1-methoxy-2-phenylaminocyclohexane；N-[(1S,2S)-2-methoxycyclohexyl]aniline
• CAS: 78923-88-3
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: AIWUEFRPZLVRCO-STQMWFEESA-N

物化性质

• 沸点：
  320.7±35.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-叠氮环己基醇 在 tris(dibenzylideneacetone)dipalladium (0) tetrafluoroboric acid 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三苯基膦 、 sodium t-butanolate 作用下， 以 various solvents 、 甲苯 为溶剂， 反应 30.0h， 生成 trans-N-(2-methoxycyclohexyl)phenylamine
  参考文献：
  名称：

  N-Arylation of Aziridines

  摘要：

  A range of N-arylaziridines were prepared by the palladium or copper catalyzed amination reaction between N-H aziridines and aryl bromides or arylboronic acids. These results showcase the synthetic utility of metal-bound aziridine species in nitrogen transfer processes.

  DOI：

  10.1021/jo020696+

文献信息

• Palladium-catalyzed reductive coupling of phenols with anilines and amines: efficient conversion of phenolic lignin model monomers and analogues to cyclohexylamines
  作者：Zhengwang Chen、Huiying Zeng、Hang Gong、Haining Wang、Chao-Jun Li

  DOI：10.1039/c5sc00941c

  日期：——

  A highly efficient Pd-catalyzed direct coupling of phenolic lignin model monomers and analogues with anilines to give cyclohexylamines using sodium formate as hydrogen donor is described.

  一种高效的Pd催化的直接偶联方法，将酚类木质素模型单体和类似物与苯胺偶联，使用甲酸钠作为氢供体，生成环己胺。
• Studies on ring cleavage of aziridines with hydroxyl compounds
  作者：B.A Bhanu Prasad、Rashmi Sanghi、Vinod K Singh

  DOI：10.1016/s0040-4020(02)00609-9

  日期：2002.9

  Ring cleavage of a variety of N-substituted aziridines has been studied with hydroxyl compounds (primary, secondary, allylic and tertiary). It was observed that the cleavage reaction was very facile in the presence of BF3·OEt2 and Sn(OTf)2. Whereas the aziridine opening reaction was facile with primary and secondary alcohols, hindered alcohols took longer (2 days). However, with the help of microwave

  已经用羟基化合物（伯，仲，烯丙基和叔）研究了各种N-取代的氮丙啶的环裂解。观察到在存在BF 3 ·OEt 2和Sn（OTf）2的情况下，裂解反应非常容易。氮丙啶开环反应易于使用伯醇和仲醇进行，而受阻醇则需要更长的时间（2天）。但是，借助微波辐射，可以在很短的时间内（15分钟）完成与受阻醇的裂解反应。苯酚只能在微波辐射下裂解氮丙啶。
• Mercury(II) Oxide/Tetrafluoroboric Acid; A Convenient Reagent for the Hydroxy(alkoxy)-phenylamination of Alkenes
  作者：José Barluenga、Luisa Alonso-Cires、Gregorio Asensio

  DOI：10.1055/s-1981-29456

  日期：——
• An efficient method for the cleavage of aziridines using hydroxyl compounds
  作者：B.A Bhanu Prasad、G Sekar、Vinod K Singh

  DOI：10.1016/s0040-4039(00)00686-9

  日期：2000.6
• <i>N</i>-Arylation of Aziridines
  作者：Mikio Sasaki、Shadi Dalili、Andrei K. Yudin

  DOI：10.1021/jo020696+

  日期：2003.3.1

  A range of N-arylaziridines were prepared by the palladium or copper catalyzed amination reaction between N-H aziridines and aryl bromides or arylboronic acids. These results showcase the synthetic utility of metal-bound aziridine species in nitrogen transfer processes.