4-hydroxy-4-phenylpent-2-ynal | 1118429-50-7

• 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: 4-hydroxy-4-phenylpent-2-ynal
• 英文别名: 4-Hydroxy-4-phenylpent-2-ynal
• CAS: 1118429-50-7
• 化学式: C₁₁H₁₀O₂
• 分子量: 174.199
• InChiKey: MYIMBMXAELLAPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-hydroxy-4-phenylpent-2-ynal 、 乙酰乙酸乙酯 、 尿素 在 polyphosphate ester 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以71%的产率得到ethyl 6-methyl-2-oxo-4-(3-hydroxy-3-phenyl-1-butynyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Synthesis of 4-Alkynyl-substituted 3,4-Dihydropyrimidin-2(1H)-ones

  摘要：

  4-Alkynyl-3,4-dihydropyrimidin-2-(1H)-ones were synthesized by a one-pot reaction of propynals, ethyl acetoacetate, and urea. The yields of acetylenic dihydropyrimidinones depend significantly upon the propynal structure and catalyst type. A comparative study of the catalysts revealed an important advantage of polyphosphate ester in tetrahydrofuran in comparison with hydrochloric acid in methanol or trimethylchlorosilane in dimethylformamide, allowing the preparation of target compounds in good or moderate yields.

  DOI：

  10.1080/00397911.2011.556298
• 作为产物：
  描述：

  4-phenyl-2-pentyne-1,4-diol 在 2-碘酰基苯甲酸 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以66%的产率得到4-hydroxy-4-phenylpent-2-ynal
  参考文献：
  名称：

  An Efficient Oxidation of Element-Containing Propargyl Alcohols and Acetylenic γ-Diols by 2-Iodoxybenzoic Acid (IBX)

  摘要：

  报告了一种高效便捷的乙炔醇和二醇通过邻碘氧基苯甲酸（IBX）进行氧化的方法。仅需将相应的醇与悬浮于丙酮或四氢呋喃中的IBX简单加热，即可高产率地获得含硅（锗）丙炔醛或γ-羟基丙炔醛。

  DOI：

  10.1055/s-0028-1087225

文献信息

• Synthesis of 4-Alkynyl-substituted 3,4-Dihydropyrimidin-2(1<i>H</i>)-ones
  作者：Vladimir V. Novokshonov、Irina A. Novokshonova、Hien T. T. Nguyen、Alevtina S. Medvedeva

  DOI：10.1080/00397911.2011.556298

  日期：2012.8.15

  4-Alkynyl-3,4-dihydropyrimidin-2-(1H)-ones were synthesized by a one-pot reaction of propynals, ethyl acetoacetate, and urea. The yields of acetylenic dihydropyrimidinones depend significantly upon the propynal structure and catalyst type. A comparative study of the catalysts revealed an important advantage of polyphosphate ester in tetrahydrofuran in comparison with hydrochloric acid in methanol or trimethylchlorosilane in dimethylformamide, allowing the preparation of target compounds in good or moderate yields.
• An Efficient Oxidation of Element-Containing Propargyl Alcohols and Acetylenic γ-Diols by 2-Iodoxybenzoic Acid (IBX)
  作者：Alevtina Medvedeva、Irina Novokshonova、Vladimir Novokshonov

  DOI：10.1055/s-0028-1087225

  日期：2008.12

  An efficient and convenient procedure for the oxidation of acetylenic alcohols and diols by o-iodoxybenzoic acid (IBX) is reported. Simple heating of the corresponding alcohol with a suspension of IBX in acetone or tetrahydrofuran leads to the silicon(germanium)-containing propynals or γ-hydroxypropynals in high yields.

  报告了一种高效便捷的乙炔醇和二醇通过邻碘氧基苯甲酸（IBX）进行氧化的方法。仅需将相应的醇与悬浮于丙酮或四氢呋喃中的IBX简单加热，即可高产率地获得含硅（锗）丙炔醛或γ-羟基丙炔醛。