N,N-dibenzylheptan-1-amine | 1286196-58-4

• 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: N,N-dibenzylheptan-1-amine
• CAS: 1286196-58-4
• 化学式: C₂₁H₂₉N
• 分子量: 295.468
• InChiKey: SNSKLZWVGPCFBL-UHFFFAOYSA-N

物化性质

• 沸点：
  384.5±11.0 °C(Predicted)
• 密度：
  0.966±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N,N-dibenzylheptanamide 在 dicobalt octacarbonyl 、 sodium hydroxide 作用下， 以 甲苯 、 甲醇 、 水 为溶剂， 反应 4.0h， 以50%的产率得到N,N-dibenzylheptan-1-amine
  参考文献：
  名称：

  羰基钴基甲酰胺氢化硅烷化催化剂

  摘要：

  AbstractThe cobalt carbonyl [Co2(CO)8] complex is employed as a useful catalyst for the reduction of tertiary amides to the corresponding tertiary amines using 1,1,3,3‐tetramethyldisiloxane (TMDS) and poly(methylhydrosiloxane) (PMHS) as silane reagents under thermal (100 °C) or photo‐assisted conditions (UV, 350 nm at room temperature). Of particular interest, a low catalytic amount (0.5 mol%) of [Co2(CO)8] is used to perform the reaction with 2.2 equiv. of PMHS at 100 °C for 3 h. This reaction is the first example of a cobalt‐catalyzed hydrosilylation of amides.magnified image

  DOI：

  10.1002/adsc.201300664

文献信息

• Metal-Free, Mild, Nonepimerizing, Chemo- and Enantio- or Diastereoselective N-Alkylation of Amines by Alcohols via Oxidation/Imine–Iminium Formation/Reductive Amination: A Pragmatic Synthesis of Octahydropyrazinopyridoindoles and Higher Ring Analogues
  作者：Imran A. Khan、Anil K. Saxena

  DOI：10.1021/jo4012249

  日期：2013.12.6

  A mild step and atom-economical nonepimerizing chemo- and enantioselective N-alkylating procedure has been developed via oxidation/imine–iminium formation/reduction cascade using TEMPO–BAIB–HEH–Brønsted acid catalysis in DMPU as solvent and a stoichiometric amount of amine. The optimized conditions were further extended for the nonenzymatic kinetic resolution of the chiral amine thus formed under nonenzymatic

  通过在DMPU中使用TEMPO-BAIB-HEH-Brønsted酸催化作为溶剂和化学计量的胺，通过氧化/亚胺-亚胺形成/还原级联反应，开发了一种温和的步骤以及原子经济的非三聚化学和对映选择性N-烷基化方法。优化的条件进一步扩展为使用VAPOL衍生的磷酸（VAPOL-PA）作为布朗斯台德酸催化剂在非酶原位氢转移条件下形成的手性胺的非酶动力学拆分。所呈现的反应的对映选择性级联被成功地用于在octahydropyrazinopyridoindole的合成和其较高的环类似物。
• Palladium catalyzed N-alkylation of amines with alcohols
  作者：Yan Zhang、Xiujuan Qi、Xinjiang Cui、Feng Shi、Youquan Deng

  DOI：10.1016/j.tetlet.2011.01.059

  日期：2011.3

  An iron oxide immobilized palladium catalyst was prepared for the N-alkylation of amines with alcohols under base and organic ligand free conditions. Applying the optimized reaction conditions, the coupling reactions of amines and alcohols with various structures could be realized with up to 99% isolated yields. The catalysts were studied by XRD, BET, and XPS and the mechanism was studied by DFT calculations

  制备了一种氧化铁固定的钯催化剂，用于在无碱和有机配体的条件下用醇对胺进行N-烷基化。应用优化的反应条件，可以实现具有不同结构的胺和醇的偶联反应，分离产率高达99％。通过XRD，BET和XPS对催化剂进行了研究，并通过DFT计算研究了其机理。
• Cobalt Carbonyl-Based Catalyst for Hydrosilylation of Carboxamides
  作者：Thomas Dombray、Camille Helleu、Christophe Darcel、Jean-Baptiste Sortais

  DOI：10.1002/adsc.201300664

  日期：2013.11.25

  AbstractThe cobalt carbonyl [Co2(CO)8] complex is employed as a useful catalyst for the reduction of tertiary amides to the corresponding tertiary amines using 1,1,3,3‐tetramethyldisiloxane (TMDS) and poly(methylhydrosiloxane) (PMHS) as silane reagents under thermal (100 °C) or photo‐assisted conditions (UV, 350 nm at room temperature). Of particular interest, a low catalytic amount (0.5 mol%) of [Co2(CO)8] is used to perform the reaction with 2.2 equiv. of PMHS at 100 °C for 3 h. This reaction is the first example of a cobalt‐catalyzed hydrosilylation of amides.magnified image