3-(Benzotriazol-1-yl)-3-ethoxy-4-hydroxy-1,4,4-triphenyl-1-butyne | 171815-74-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 3-(Benzotriazol-1-yl)-3-ethoxy-4-hydroxy-1,4,4-triphenyl-1-butyne
• 英文别名: 2-(Benzotriazol-1-yl)-2-ethoxy-1,1,4-triphenylbut-3-yn-1-ol
• CAS: 171815-74-0
• 化学式: C₃₀H₂₅N₃O₂
• 分子量: 459.547
• InChiKey: JUHCVMUOFXCXHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(Benzotriazol-1-yl)-3-ethoxy-4-hydroxy-1,4,4-triphenyl-1-butyne 在 盐酸 作用下， 以 丙酮 为溶剂， 反应 0.33h， 以98%的产率得到4-Hydroxy-1,4,4-triphenyl-1-butyn-3-one
  参考文献：
  名称：

  Novel and Convenient Routes to Functionalized Alkynyl Ketones from 1-(Benzotriazol-1-yl)propargyl Ethyl Ethers

  摘要：

  1-(Benzotriazol-1-yl)propargyl ethyl ethers, readily accessible from propargyl aldehyde diethyl acetals and benzotriazole, undergo smooth Lithiation at the methine carbon and subsequent reactions with alkyl halides, aldehydes, ketones, imines, esters, trialkylsilyl chlorides, dialkyl carbonates, and isocyanates to yield the corresponding substituted ethers. Hydrolysis of these intermediates under acidic conditions affords a wide variety of alkynyl ketones bearing hydroxy, amino, acyl, trimethylsilyl, alkoxycarbonyl, and (alkylamino)carbonyl substituents at the alpha-position in good to excellent overall yields.

  DOI：

  10.1021/jo00128a038
• 作为产物：
  描述：

  苯丙炔醛缩二乙醛 在 正丁基锂 作用下， 以 四氢呋喃 、 环己烷 、 甲苯 为溶剂， 反应 4.07h， 生成 3-(Benzotriazol-1-yl)-3-ethoxy-4-hydroxy-1,4,4-triphenyl-1-butyne
  参考文献：
  名称：

  Novel and Convenient Routes to Functionalized Alkynyl Ketones from 1-(Benzotriazol-1-yl)propargyl Ethyl Ethers

  摘要：

  1-(Benzotriazol-1-yl)propargyl ethyl ethers, readily accessible from propargyl aldehyde diethyl acetals and benzotriazole, undergo smooth Lithiation at the methine carbon and subsequent reactions with alkyl halides, aldehydes, ketones, imines, esters, trialkylsilyl chlorides, dialkyl carbonates, and isocyanates to yield the corresponding substituted ethers. Hydrolysis of these intermediates under acidic conditions affords a wide variety of alkynyl ketones bearing hydroxy, amino, acyl, trimethylsilyl, alkoxycarbonyl, and (alkylamino)carbonyl substituents at the alpha-position in good to excellent overall yields.

  DOI：

  10.1021/jo00128a038