2-羟基-N-苯基癸酰胺 | 141329-99-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-羟基-N-苯基癸酰胺
• 英文名称: N-phenyl-2-hydroxy-decanamide
• 英文别名: 2-hydroxy-decanoic acid anilide；α-Oxy-caprinsaeure-anilid；2-Hydroxy-decansaeure-anilid；2-hydroxy-N-phenyldecanamide
• CAS: 141329-99-9
• 化学式: C₁₆H₂₅NO₂
• 分子量: 263.38
• InChiKey: ILHBRIMAVRQOLZ-UHFFFAOYSA-N

物化性质

• 沸点：
  439.6±28.0 °C(Predicted)
• 密度：
  1.043±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 柠檬酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 2-羟基-N-苯基癸酰胺
  参考文献：
  名称：

  A One Pot Procedure for the Synthesis of α-Hydroxyamides from the Corresponding α-Hydroxyacids

  摘要：

  Alpha-hydroxyamides are synthesized from the cooresponding alpha-hydroxyacids by generation of the bis-trimethylsilyl derivative and treating it with oxalyl chloride. Following addition of the appropriate amine, the TMS ether is hydrolyzed in the workup to provide the desired alpha-hydroxyamide. As summarized in Table 1, this reaction has proven to be general and compatible with chiral alpha-hydroxyacids affording the desired alpha-hydroxyamides in excellent yield (77-99%).

  DOI：

  10.1080/00397919208020850

文献信息

• Bagard, Bulletin de la Societe Chimique de France, 1907, vol. <4>1, p. 359
  作者：Bagard

  DOI：——

  日期：——
• A One Pot Procedure for the Synthesis of α-Hydroxyamides from the Corresponding α-Hydroxyacids
  作者：Sarah E. Kelly、Thomas G. LaCour

  DOI：10.1080/00397919208020850

  日期：1992.3

  Alpha-hydroxyamides are synthesized from the cooresponding alpha-hydroxyacids by generation of the bis-trimethylsilyl derivative and treating it with oxalyl chloride. Following addition of the appropriate amine, the TMS ether is hydrolyzed in the workup to provide the desired alpha-hydroxyamide. As summarized in Table 1, this reaction has proven to be general and compatible with chiral alpha-hydroxyacids affording the desired alpha-hydroxyamides in excellent yield (77-99%).