(2,2-dicyano-4-benzoylbutyl)benzoate | 1431570-96-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2,2-dicyano-4-benzoylbutyl)benzoate
• 英文别名: (2,2-Dicyano-5-oxo-5-phenylpentyl) benzoate
• CAS: 1431570-96-5
• 化学式: C₂₀H₁₆N₂O₃
• 分子量: 332.359
• InChiKey: HCAGEPSPLNAMMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  91
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 二苯甲酰基甲烷 、 丙二腈 以 乙醇 为溶剂， 反应 15.0h， 以66.6%的产率得到(2,2-dicyano-4-benzoylbutyl)benzoate
  参考文献：
  名称：

  A simple one-pot, multi-component synthesis of cyano-functionalized bis-β-diketones

  摘要：

  Mild, multi-component Knoevenagel condensation/Michael addition reactions of dibenzoylmethane (Hdbm) and methylene-active cyano molecules with formalin in ethanol gave cyano methylene-bridged bis-diketones. The syntheses of 1,1,5,5-tetrabenzoyl-3,3-dicyanopentane (1) and 1,1,7,7-tetrabenzoyl-3,5-dicyano-3,5-dimethoxycarbonyl-heptane (4) are reported. Increasing the reaction time with the reagents for 1 led to the formation of the ester (2,2-dicyano-4-benzoylbutyl) benzoate (2). The isolation of 2,2-dicyano-4,4-dipivaloyl-1-butanol (3a), the tert-butyl analogue of a proposed intermediate in the formation of 2, provides evidence for a possible reaction pathway. Methylene-bis(dibenzoylmethane) (mdbm) was obtained in good yield from the reaction between Hdbm and formalin, by the addition of the base triethylamine. The X-ray crystal structures of 1-4 and mdbm were determined using synchrotron radiation. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.044