5-(3,4,5-Trimethoxyphenyl)pent-1-yn-3-ol | 482578-85-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(3,4,5-Trimethoxyphenyl)pent-1-yn-3-ol
• CAS: 482578-85-8
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: ZTSBSVGCHXCHJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(3,4,5-Trimethoxyphenyl)pent-1-yn-3-ol 在 四氯化锡 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 反应 0.5h， 以81%的产率得到6,7,8-trimethoxy-1-methyl-3,4-dihydro-1H-naphthalen-2-one
  参考文献：
  名称：

  SYNTHESIS OF HIGHLY FUNCTIONALIZED ARENE SYSTEMS. NOVEL SELECTIVITIES OF INTRA- AND INTERMOLECULAR FRIEDEL–CRAFTS REACTIONS

  摘要：

  The intermolecular Friedel-Crafts acylation of electron-rich aromatic rings can be difficult in the presence of easily ionized groups. During these studies directed,toward the synthesis of colchicine, it was observed that the stability of the cation is key to controlling alternative competing processes.

  DOI：

  10.1081/scc-120006014
• 作为产物：
  描述：

  3-(3,4,5-三甲氧基苯基)-1-丙醇 在 4 A molecular sieve 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 5-(3,4,5-Trimethoxyphenyl)pent-1-yn-3-ol
  参考文献：
  名称：

  SYNTHESIS OF HIGHLY FUNCTIONALIZED ARENE SYSTEMS. NOVEL SELECTIVITIES OF INTRA- AND INTERMOLECULAR FRIEDEL–CRAFTS REACTIONS

  摘要：

  The intermolecular Friedel-Crafts acylation of electron-rich aromatic rings can be difficult in the presence of easily ionized groups. During these studies directed,toward the synthesis of colchicine, it was observed that the stability of the cation is key to controlling alternative competing processes.

  DOI：

  10.1081/scc-120006014

文献信息

• SYNTHESIS OF HIGHLY FUNCTIONALIZED ARENE SYSTEMS. NOVEL SELECTIVITIES OF INTRA- AND INTERMOLECULAR FRIEDEL–CRAFTS REACTIONS
  作者：Mark C. McMills、Dennis L. Wright、R. Matt Weekly

  DOI：10.1081/scc-120006014

  日期：2002.1

  The intermolecular Friedel-Crafts acylation of electron-rich aromatic rings can be difficult in the presence of easily ionized groups. During these studies directed,toward the synthesis of colchicine, it was observed that the stability of the cation is key to controlling alternative competing processes.