7-acetoxy-8-methyl-4-phenylchromen-2-one | 25944-34-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 7-acetoxy-8-methyl-4-phenylchromen-2-one
• 英文别名: 4-Phenyl-7-acetoxy-8-methyl-cumarin；7-Acetoxy-4-phenyl-8-methyl-cumarin；8-methyl-2-oxo-4-phenyl-2H-chromen-7-yl acetate；(8-methyl-2-oxo-4-phenylchromen-7-yl) acetate
• CAS: 25944-34-7
• 化学式: C₁₈H₁₄O₄
• mdl: MFCD02058864
• 分子量: 294.307
• InChiKey: ANPFZJGFQXYYHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-acetoxy-8-methyl-4-phenylchromen-2-one 在 三氯化铝 作用下， 反应 1.0h， 以73.9%的产率得到6-acetyl-7-hydroxy-8-methyl-4-phenylchromen-2-one
  参考文献：
  名称：

  Synthesis of pyrano[2,3-f]chromen-2,8-diones and pyrano[3,2-g]chromen-2,8-diones based on o-hydroxyformyl(acyl)neoflavonoids

  摘要：

  新型的吡喃[2,3-f]色烯-2,8-二酮和吡喃[3,2-g]色烯-2,8-二酮是基于天然o-羟基甲酰基（酰基）新黄酮的改良类似物制备的。

  DOI：

  10.1007/s10600-008-0006-z
• 作为产物：
  描述：

  2,6-二羟基甲苯 在 氯化锆(IV) 吡啶 作用下， 反应 0.17h， 生成 7-acetoxy-8-methyl-4-phenylchromen-2-one
  参考文献：
  名称：

  An efficient ZrCl4 catalyzed one-pot solvent free protocol for the synthesis of 4-substituted coumarins

  摘要：

  A versatile and efficient route to 4-substituted cournarins via a Pechmann reaction using ZrCl4 as the catalyst (10 mol %) is described. This method provides several advantages over alternative procedures such as mild, solvent-free conditions at ambient temperature, and direct isolation of the products in high yields. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2005.06.166

文献信息

• Synthesis of pyrano[2,3-f]chromen-2,8-diones and pyrano[3,2-g]chromen-2,8-diones based on o-hydroxyformyl(acyl)neoflavonoids
  作者：V. S. Moskvina、V. P. Khilya

  DOI：10.1007/s10600-008-0006-z

  日期：2008.1

  Novel pyrano[2,3-f]chromen-2,8-diones and pyrano[3,2-g]chromen-2,8-diones were prepared based on modified analogs of natural o-hydroxyformyl(acyl)neoflavonoids.

  新型的吡喃[2,3-f]色烯-2,8-二酮和吡喃[3,2-g]色烯-2,8-二酮是基于天然o-羟基甲酰基（酰基）新黄酮的改良类似物制备的。
• An efficient ZrCl4 catalyzed one-pot solvent free protocol for the synthesis of 4-substituted coumarins
  作者：G.V.M. Sharma、J. Janardhan Reddy、P. Sree Lakshmi、P. Radha Krishna

  DOI：10.1016/j.tetlet.2005.06.166

  日期：2005.9

  A versatile and efficient route to 4-substituted cournarins via a Pechmann reaction using ZrCl4 as the catalyst (10 mol %) is described. This method provides several advantages over alternative procedures such as mild, solvent-free conditions at ambient temperature, and direct isolation of the products in high yields. (c) 2005 Published by Elsevier Ltd.