1-(3-Ethoxy-1-phenoxy-3-phenylpropyl)benzotriazole | 304459-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-(3-Ethoxy-1-phenoxy-3-phenylpropyl)benzotriazole
• CAS: 304459-79-8
• 化学式: C₂₃H₂₃N₃O₂
• 分子量: 373.455
• InChiKey: PYQPJCOOJKQXNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3-Ethoxy-1-phenoxy-3-phenylpropyl)benzotriazole 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 生成 (E)-N-isopropyl-2-oxo-4-phenylbut-3-enamide
  参考文献：
  名称：

  Synthesis of β-Alkoxy Ketones and α‘-Functionalized β-Alkoxy Ketones Utilizing Benzotriazole-Stabilized Acyl Anion Synthons

  摘要：

  1-(alpha-Alkoxyalkyl)benzotriazoles 1a-d add to phenyl vinyl ether to form key intermediates 4a-d, which readily undergo lithiation and subsequent trapping by a variety of electrophiles to give the expected substituted derivatives 7a-d, 9a-c, 11, 13, 15, and 18 in high yields. Subsequent hydrolysis of these compounds provides a novel high-yield acyl anion synthon approach for the synthesis of beta-alkoxy ketones 8 or alpha'-functionalized beta-alkoxy ketones 10, 12, 14, 16, and 19 by short procedures from readily available starting materials.

  DOI：

  10.1021/jo971630v
• 作为产物：
  描述：

  苯基乙烯醚 、 1-(Ethoxy-phenyl-methyl)-1H-benzotriazole 反应 12.0h， 以10%的产率得到1-(benzotriazol-1-yl)ethyl phenyl ether
  参考文献：
  名称：

  Synthesis of β-Alkoxy Ketones and α‘-Functionalized β-Alkoxy Ketones Utilizing Benzotriazole-Stabilized Acyl Anion Synthons

  摘要：

  1-(alpha-Alkoxyalkyl)benzotriazoles 1a-d add to phenyl vinyl ether to form key intermediates 4a-d, which readily undergo lithiation and subsequent trapping by a variety of electrophiles to give the expected substituted derivatives 7a-d, 9a-c, 11, 13, 15, and 18 in high yields. Subsequent hydrolysis of these compounds provides a novel high-yield acyl anion synthon approach for the synthesis of beta-alkoxy ketones 8 or alpha'-functionalized beta-alkoxy ketones 10, 12, 14, 16, and 19 by short procedures from readily available starting materials.

  DOI：

  10.1021/jo971630v