N-[1-(p-tolyl)ethyl]-4-methylbenzamide

• 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-[1-(p-tolyl)ethyl]-4-methylbenzamide
• 英文别名: 4-methyl-N-(1-p-tolylethyl)benzamide；4-methyl-N-[1-(4-methylphenyl)ethyl]benzamide
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: OLOTUOHSZGEJBQ-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：

  苯甲酰胺 在 Zeise's dimer 三(4-三氟甲苯基)膦 作用下， 以 均三甲苯 为溶剂， 反应 60.0h， 生成 N-[1-(p-tolyl)ethyl]-4-methylbenzamide
  参考文献：
  名称：

  Platinum-Catalyzed Intermolecular Hydroamination of Vinyl Arenes with Carboxamides

  摘要：

  Reaction of benzamide with 4-methylstyrene catalyzed by a 1:2 mixture Of [PtCl2(H2C = CH2)](2) and P(4-C6H4CF3)(3) (5 mol %) in mesitylene at 140 degrees C for 24 h led to the isolation of M(1-p-tolylethyl)benzamide in 85% yield. Electron-rich, electron-poor, and hindered vinyl arenes underwent Markovnikov hydroamination with a range of carboxamides and amide derivatives in moderate to good yield with excellent regioselectivity.

  DOI：

  10.1021/ol050745f

文献信息

• Copper-Catalyzed Reductive<i>N</i>-Alkylation of Amides with<i>N</i>-Tosylhydrazones Derived from Ketones
  作者：Peng Xu、Fu-Ling Qi、Fu-She Han、Yan-Hua Wang

  DOI：10.1002/asia.201600733

  日期：2016.7.20

  A CuI‐catalyzed reductive coupling of ketone‐derived N‐tosylhydrazones with amides is presented. Under the optimized conditions, an array of N‐tosylhydrazones derived from aryl–alkyl and diaryl ketones could couple effectively with a wide variety of (hetero)aryl as well as aliphatic amides to afford the N‐alkylated amides in high yields. The method represents the very few examples for reliably accessing

  本文介绍了CuI催化的酮基N-甲苯磺酰with与酰胺的还原偶联。在最佳条件下，衍生自芳基烷基和二芳基酮的一系列N-甲苯磺酰could可以与多种（杂）芳基以及脂肪族酰胺有效偶联，从而以高收率获得N-烷基化酰胺。该方法代表了通过还原性N烷基化方案可靠地获得仲和叔酰胺的例子。
• Platinum-Catalyzed Intermolecular Hydroamination of Vinyl Arenes with Carboxamides
  作者：Hua Qian、Ross A. Widenhoefer

  DOI：10.1021/ol050745f

  日期：2005.6.1

  Reaction of benzamide with 4-methylstyrene catalyzed by a 1:2 mixture Of [PtCl2(H2C = CH2)](2) and P(4-C6H4CF3)(3) (5 mol %) in mesitylene at 140 degrees C for 24 h led to the isolation of M(1-p-tolylethyl)benzamide in 85% yield. Electron-rich, electron-poor, and hindered vinyl arenes underwent Markovnikov hydroamination with a range of carboxamides and amide derivatives in moderate to good yield with excellent regioselectivity.