¹⁵N-(3-Phenylpropyl)-2-phenylacetamide | 1415042-23-7

• 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: ¹⁵N-(3-Phenylpropyl)-2-phenylacetamide
• 英文别名: (¹⁵N)-N-(3-phenylpropyl)-benzeneacetamide；2-phenyl-N-(3-phenylpropyl)acetamide
• CAS: 1415042-23-7
• 化学式: C₁₇H₁₉NO
• 分子量: 254.337
• InChiKey: YRVKYJIJDOEUHJ-CPZJZEHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  6
• 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：

  苯乙醇 、 在 [RuH2(PPh3)4] 、 sodium hydride 、 乙腈 、 1,3-diisopropylimidazolium bromide 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以73%的产率得到¹⁵N-(3-Phenylpropyl)-2-phenylacetamide
  参考文献：
  名称：

  Dehydrogenative Amide Synthesis: Azide as a Nitrogen Source

  摘要：

  A new atom-economical strategy to amide linkage from an azide and alcohol liberating hydrogen and nitrogen was developed with an in situ generated ruthenium catalytic system. The reaction has broad substrate generality including dials for the synthesis of cyclic imides.

  DOI：

  10.1021/ol302915g

文献信息

• Ruthenium-Catalyzed Redox-Neutral and Single-Step Amide Synthesis from Alcohol and Nitrile with Complete Atom Economy
  作者：Byungjoon Kang、Zhenqian Fu、Soon Hyeok Hong

  DOI：10.1021/ja404695t

  日期：2013.8.14

  A completely atom-economical and redox-neutral catalytic amide synthesis from an alcohol and a nitrite is realized. The amide C-N bond is efficiently formed between the nitrogen atom of nitrile and the alpha-carbon of alcohol, with the help of an N-heterocyclic carbene-based ruthenium catalyst, without a single by-product. A utility of the reaction was demonstrated by synthesizing C-13 or N-15 isotope-labeled amides without involvement of any separate reduction and oxidation step.
• Dehydrogenative Amide Synthesis: Azide as a Nitrogen Source
  作者：Zhenqian Fu、Jeongbin Lee、Byungjoon Kang、Soon Hyeok Hong

  DOI：10.1021/ol302915g

  日期：2012.12.7

  A new atom-economical strategy to amide linkage from an azide and alcohol liberating hydrogen and nitrogen was developed with an in situ generated ruthenium catalytic system. The reaction has broad substrate generality including dials for the synthesis of cyclic imides.