Benzeneethanamine, N-propylidene- | 392686-83-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Benzeneethanamine, N-propylidene-
• 英文别名: N-(2-phenylethyl)propan-1-imine
• CAS: 392686-83-8
• 化学式: C₁₁H₁₅N
• 分子量: 161.247
• InChiKey: JDJUDANWWDOKMI-UHFFFAOYSA-N

物化性质

• 沸点：
  263.1±23.0 °C(Predicted)
• 密度：
  0.87±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Benzeneethanamine, N-propylidene- 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以1.92 g的产率得到(2-苯乙基)丙胺
  参考文献：
  名称：

  Preparation of Benzolactams by Pd(OAc)₂-Catalyzed Direct Aromatic Carbonylation

  摘要：

  We developed a new method for Pd(II)-catalyzed direct aromatic carbonylation in a phosphine-free catalytic system using Pd(OAc)2 and Cu(OAc)2 in an atmosphere of CO gas containing air. The carbonylation proceeded with ortho-palladation, inducing a remarkable site selectivity to afford a variety of five- or six-membered benzolactams from secondary omega-arylalkylamines, such as N-alkylbenzylamines or N-alkylphenethylamines.

  DOI：

  10.1021/ja045342+
• 作为产物：
  描述：

  丙醛 、 2-苯乙胺 在 水 作用下， 反应 3.0h， 以97%的产率得到Benzeneethanamine, N-propylidene-
  参考文献：
  名称：

  以生物遗传学理论为模型的普拉考力定的合成方法

  摘要：

  使用模拟生物合成途径的方法描述了权宜的合成途径，用于合成吡咯烷的吡咯烷环系统。

  DOI：

  10.1016/j.tetlet.2005.02.124

文献信息

• Ruthenium-Catalyzed <i>N</i>-Alkylation of Amines with Alcohols under Mild Conditions Using the Borrowing Hydrogen Methodology
  作者：Arrey B. Enyong、Bahram Moasser

  DOI：10.1021/jo501273t

  日期：2014.8.15

  Using a simple amino amide ligand, ruthenium-catalyzed one-pot alkylation of primary and secondary amines with simple alcohols was carried out under a wide range of conditions. Using the alcohol as solvent, alkylation was achieved under mild conditions, even as low as room temperature. Reactions occurred with high conversion and selectivity in many cases. Reactions can also be carried out at high temperatures

  使用简单的氨基酰胺配体，在宽范围的条件下，用简单的醇进行钌催化的伯胺和仲胺的一锅烷基化。使用醇作为溶剂，即使在低至室温下也可以在温和的条件下实现烷基化。在许多情况下，以高转化率和选择性进行反应。使用化学计量的醇，反应也可以在有机溶剂中在高温下以高选择性进行。
• Synthesis of imines, diimines and macrocyclic diimines as possible ligands, in aqueous solution
  作者：Alina Simion、Cristian Simion、Tadeshige Kanda、Satoko Nagashima、Yoshiharu Mitoma、Tomoko Yamada、Keisuke Mimura、Masashi Tashiro

  DOI：10.1039/b102749m

  日期：——

  Although it is recognized that the presence of water is disadvantageous for imine synthesis, we demonstrate that such synthesis can be effective in completely aqueous media, without any catalyst and under mild conditions. Thus, aryl-aryl, aryl-alkyl, alkyl-aryl and alkyl-alkyl monoimines as well as a large variety of diimines are obtained by direct condensation of the corresponding carbonyl compounds and amines, in water. The same process is used to synthesize macrocyclic diimines starting from methylene, ethylene, trimethylene and tetramethylene glycol bis(2-formylphenyl ether) and ethylene-, trimethylene- and tetramethylene-diamine, some of these macrocycles being known for their chelating properties.

  虽然人们认识到水的存在对亚胺合成不利，但我们证明了在这种合成中，完全水相介质中无需任何催化剂且条件温和即可实现有效合成。因此，通过相应的羰基化合物和胺在水中的直接缩合，得到了芳基-芳基、芳基-烷基、烷基-芳基和烷基-烷基单亚胺以及大量二亚胺。同样的过程也被用于从亚甲基、亚乙基、三亚甲基和四亚甲基二醇双(2-甲酰基苯氧基)以及亚乙基、三亚甲基和四亚甲基二胺出发合成大环二亚胺，其中一些大环具有已知的螯合性质。
• A synthetic approach to the plakoridines modeled on a biogenetic theory
  作者：Laura L. Etchells、Ali Sardarian、Roger C. Whitehead

  DOI：10.1016/j.tetlet.2005.02.124

  日期：2005.4

  An expedient synthetic route to the fully substituted pyrrolidine ring system of the plakoridines is described using an approach modeled on a plausible biosynthetic pathway.

  使用模拟生物合成途径的方法描述了权宜的合成途径，用于合成吡咯烷的吡咯烷环系统。
• Chemical predisposition in synthesis: application to the preparation of the pyrrolidine natural products, plakoridines A and B
  作者：Laura L. Etchells、Madeleine Helliwell、Neil M. Kershaw、Ali Sardarian、Roger C. Whitehead

  DOI：10.1016/j.tet.2006.08.075

  日期：2006.11

  The pyrrolidine natural products, plakoridines A and B, as well as an array of unnatural analogues, have been prepared using a five-step synthetic sequence modelled on a biogenetic theory. The key transformation involves a `Mannich/Michael/intemal-redox' cascade, which proceeds in yields of 31-63%. (c) 2006 Elsevier Ltd. All fights reserved.
• Synthetic analogues of the manzamenones and plakoridines which inhibit DNA polymerase
  作者：Jeremy R. Doncaster、Laura L. Etchells、Neil M. Kershaw、Ryoichi Nakamura、Hazel Ryan、Ryo Takeuchi、Kengo Sakaguchi、Ali Sardarian、Roger C. Whitehead

  DOI：10.1016/j.bmcl.2006.03.005

  日期：2006.6

  An array of novel analogues of the marine oxylipins, the manzamenones and plakoridines, have been prepared in divergent fashion using an approach modelled on a biogenetic theory. Many of the target compounds show potent inhibition of DNA polymerases alpha and beta and human terminal deoxynucleotidyl transferase (TdT).