4-苯并三唑-1-基-4-乙氧基-1-苯基-丁-2-炔-1-醇 | 1027177-38-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 中文名称: 4-苯并三唑-1-基-4-乙氧基-1-苯基-丁-2-炔-1-醇
• 英文名称: 4-(Benzotriazol-1-yl)-4-ethoxy-1-phenylbut-2-yn-1-ol
• CAS: 1027177-38-3
• 化学式: C₁₈H₁₇N₃O₂
• 分子量: 307.352
• InChiKey: GSEJZQZCRLJVSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  4-苯并三唑-1-基-4-乙氧基-1-苯基-丁-2-炔-1-醇 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 环己烷 、 丙酮 为溶剂， 反应 0.4h， 生成 1,5-Dihydroxy-5-phenyl-1-(p-tolyl)-3-pentyn-2-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：

  T406石油添加剂 在 正丁基锂 作用下， 以 四氢呋喃 、 环己烷 、 甲苯 为溶剂， 反应 4.37h， 生成 4-苯并三唑-1-基-4-乙氧基-1-苯基-丁-2-炔-1-醇
  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

文献信息

• Novel and Convenient Routes to Functionalized Alkynyl Ketones from 1-(Benzotriazol-1-yl)propargyl Ethyl Ethers
  作者：Alan R. Katritzky、Hengyuan Lang

  DOI：10.1021/jo00128a038

  日期：1995.11

  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.