4-acetyl-3-benzoyl-1-phenyl-1,5-hexanedione | 72709-58-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 二苄基丁烷木脂素
• 英文名称: 4-acetyl-3-benzoyl-1-phenyl-1,5-hexanedione
• 英文别名: 4-acetyl-3-benzoyl-1-phenylhexane-1,5-dione
• CAS: 72709-58-1
• 化学式: C₂₁H₂₀O₄
• 分子量: 336.387
• InChiKey: SICOKXSCQVIKKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-acetyl-3-benzoyl-1-phenyl-1,5-hexanedione 在 盐酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 2-(4-acetyl-5-methyl-2-phenylfuran-3-yl)-1-phenylethanone
  参考文献：
  名称：

  Two intermediates in the reaction between dibenzoylacetylene and enol systems in the presence of triphenylphosphine in THF/H2O

  摘要：

  The reaction between dibenzoylacetylene and enol systems, such as acetylaceton or cyclohexane-1,3-dione in the presence of triphenylphosphine in THF/H2O, leads to 4-acetyl-3-benzoyl-1-phenyl-1,5-hexanedione and 2-hydroxy-3-(2-oxo-2-phenylethyl)-2-phenyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one. Subsequently, these compounds undergo cyclization and elimination reactions in acidic dichloromethane at room temperature to produce known highly functionalized furan derivatives.

  DOI：

  10.1007/s00706-008-0075-5
• 作为产物：
  描述：

  二苯甲酰基乙炔 、 乙酰丙酮 在 水 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到4-acetyl-3-benzoyl-1-phenyl-1,5-hexanedione
  参考文献：
  名称：

  Two intermediates in the reaction between dibenzoylacetylene and enol systems in the presence of triphenylphosphine in THF/H2O

  摘要：

  The reaction between dibenzoylacetylene and enol systems, such as acetylaceton or cyclohexane-1,3-dione in the presence of triphenylphosphine in THF/H2O, leads to 4-acetyl-3-benzoyl-1-phenyl-1,5-hexanedione and 2-hydroxy-3-(2-oxo-2-phenylethyl)-2-phenyl-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one. Subsequently, these compounds undergo cyclization and elimination reactions in acidic dichloromethane at room temperature to produce known highly functionalized furan derivatives.

  DOI：

  10.1007/s00706-008-0075-5

文献信息

• Nickel-catalyzed Michael additions of .beta.-dicarbonyls
  作者：John H. Nelson、Peter N. Howells、George C. DeLullo、George L. Landen、Ronald A. Henry

  DOI：10.1021/jo01295a017

  日期：1980.3