N-(4-benzoyloxy-1-phenylbutyl)acetamide | 1332887-39-4

• 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-(4-benzoyloxy-1-phenylbutyl)acetamide
• 英文别名: (4-Acetamido-4-phenylbutyl) benzoate；(4-acetamido-4-phenylbutyl) benzoate
• CAS: 1332887-39-4
• 化学式: C₁₉H₂₁NO₃
• 分子量: 311.381
• InChiKey: JPPJKVFKGVJRAO-UHFFFAOYSA-N

物化性质

• 熔点：
  131-133 °C
• 沸点：
  520.9±50.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-phenylbutyl benzoate 在 ammonium cerium (IV) nitrate 作用下， 反应 42.0h， 生成 N-(4-benzoyloxy-1-phenylbutyl)acetamide
  参考文献：
  名称：

  Direct oxidative installation of nitrooxy group at benzylic positions and its transformation into various functionalities

  摘要：

  C-H Nitrooxylation at benzylic positions has been achieved by employing the N-hydroxyphthalimide (NHPI) catalyst/cerium(IV) ammonium nitrate (CAN) reagent system. The nitrooxy groups were demonstrated to function as tentative hydroxy protecting groups, as well as excellent leaving groups for N- and C-substitution reactions. Hence, the present method offers a unique way to synthesize diverse O-. N-, or C-functionalized benzylic compounds from simple alkyl aromatics. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.118

文献信息

• Metal-Free Fluorination of C(sp³)–H Bonds Using a Catalytic <i>N</i>-Oxyl Radical
  作者：Yuuki Amaoka、Masanori Nagatomo、Masayuki Inoue

  DOI：10.1021/ol4006757

  日期：2013.5.3

  A direct conversion of C(sp(3))-H bonds to C(sp(3))-F bonds has been developed. In this process, a catalytic N-oxyl radical generated from N,N-dihydroxypyromellitimide abstracts hydrogen from the C(sp(3))-H bond and Selectfluor acts to trap the resulting carbon radical to form the C(sp(3))-F bond. This simple metal-free protocol enables the chemoselective introduction of a fluorine atom into various aromatic and aliphatic compounds and serves as a powerful tool for the efficient synthesis of fluorinated molecules.