N-(2,4,6-trimethylbenzyl)benzamide | 20781-30-0

• 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-(2,4,6-trimethylbenzyl)benzamide
• 英文别名: N-[(2,4,6-trimethylphenyl)methyl]benzamide
• CAS: 20781-30-0
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: HEPUZONIZFENSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,4,6-三甲基苯甲腈 在 乙醇 、 镍 作用下， 150.0 ℃ 、14.71 MPa 条件下， 生成 N-(2,4,6-trimethylbenzyl)benzamide
  参考文献：
  名称：

  An Abnormal Reaction in the Sommelet Aldehyde Synthesis

  摘要：

  DOI：

  10.1021/ja01848a005

文献信息

• Three-component synthesis of amidomethylarenes and -heteroarenes over Hβ zeolite under solvent-free conditions
  作者：Durgaiah Chevella、Naresh Mameda、Srujana Kodumuri、Rammurthy Banothu、Krishna Sai Gajula、Boris Ivanovich Kutepov、Narender Nama

  DOI：10.1016/j.catcom.2017.11.002

  日期：2018.2

  A highly efficient and eco-friendly protocol has been described for the synthesis of amidomethylarenes and -heteroarenes via one-pot three-component coupling reaction of amides, aldehydes and (hetero)arenes over a heterogeneous catalyst (Hβ zeolite) in solvent-free conditions. The scope and limitations of this catalytic process are demonstrated with various amides and arenes and the corresponding amidoalkylated

  对于无溶剂条件下酰胺，醛和（杂）芳烃的一锅三组分偶联反应，已经描述了一种高效，环保的方案，用于酰胺基甲基芳烃和-杂芳烃的合成。 。用各种酰胺和芳烃证明了该催化方法的范围和局限性，并且以中等至优异的产率获得了相应的酰胺烷基化的芳烃产物。初步的力学见解（对照实验）表明，双酰胺和/或N-（羟甲基）苯甲酰胺可能是该反应的中间体。此外，该催化剂可以重复使用而不会显着降低催化活性，并且仅产生水作为副产物。
• Bi(OTf)₃-Catalyzed Multicomponent α-Amidoalkylation Reactions
  作者：Angelika E. Schneider、Georg Manolikakes

  DOI：10.1021/acs.joc.5b00662

  日期：2015.6.19

  A bismuth(III) triflate catalyzed three-component synthesis of α-substituted amides starting from amides, aldehydes, and (hetero)arenes is reported. The reaction has a broad substrate scope, encompassing formaldehyde as well as aryl and alkyl aldehydes. Low catalyst loadings are required, and water is formed as the only side product. The scope and limitation of this method will be discussed.

  报道了三氟甲磺酸铋（III）从酰胺，醛和（杂）芳烃开始催化α-取代酰胺的三组分合成。该反应具有广泛的底物范围，涵盖甲醛以及芳基和烷基醛。需要低的催化剂负载量，并且形成水作为唯一的副产物。将讨论此方法的范围和局限性。
• [NN]‐Chelate nickel complexes with Schiff base ligands: Synthesis, structure and catalytic activity in green amidation reaction
  作者：Wen Guo、Zhen‐Jiang Liu、Fanhong Wu、Yu‐Zhou Luo、Zi‐Jian Yao

  DOI：10.1002/aoc.6808

  日期：2022.9

  A series of N,N-coordinate nickel (II) complexes with Schiff base ligands have been synthesized. All N,N-coordinate nickel (II) complexes 1–4 were well characterized by IR and elemental analysis. Molecular structure of complex 1 was further characterized by single crystal X-ray diffraction analysis. All air and moisture stable nickel complexes showed efficient catalytic activity for the amidation reaction

  已经合成了一系列具有席夫碱配体的N , N配位镍 (II) 配合物。所有N , N配位镍 (II) 配合物1 – 4都通过 IR 和元素分析进行​​了很好的表征。配合物1的分子结构通过单晶X射线衍射分析进一步表征。所有对空气和水分稳定的镍配合物对多种酰胺和伯醇的酰胺化反应均显示出有效的催化活性。N-烷基化酰胺以良好至优异的收率得到，释放水作为唯一的副产物。多种类型的官能团在这种反应条件下耐受良好。此外，还进行了对照实验以了解这种镍催化方案。
• A Ru-catalyzed desulfonylative <i>C</i>-arylation of <i>O</i>-tosyl-hydroxamates
  作者：Guobao Li、Tilo Lübken、Bernd Plietker

  DOI：10.1039/d3cc05825e

  日期：——

  ubiquitous structural motifs in organic chemistry. Herein we report a direct synthesis of these compounds via a direct desulfonylative C-arylation of O-tosyl hydroxamates. The applicability of this Ru-catalyzed aminoalkylation is being exemplified by a set of late-stage functionalizations of natural products.

  苄胺衍生物是有机化学中普遍存在的结构基序。在此，我们报告了通过O-甲苯磺酰异羟肟酸酯的直接脱磺酰化C-芳基化直接合成这些化合物。这种钌催化的氨基烷基化的适用性通过一系列天然产物的后期功能化得到了例证。
• A NEW METHOD FOR THE SYNTHESIS OF<i>N</i>-BENZYLAMIDES
  作者：H. R. F. Karabulut、M. Kacan

  DOI：10.1081/scc-120006004

  日期：2002.1

  Benzyl amides are obtained from benzyl chlorides with excellent yields in mild conditions by using hydrated ferric chloride, FeCl3.6H2O, as Lewis acid catalyst and common nitriles as both solvents and reagents.