1-(3-bromo-4-methoxyphenyl)-5-(4-hydroxy-3-methoxyphenyl)pentan-3-one | 1391150-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-(3-bromo-4-methoxyphenyl)-5-(4-hydroxy-3-methoxyphenyl)pentan-3-one
• CAS: 1391150-53-0
• 化学式: C₁₉H₂₁BrO₄
• 分子量: 393.277
• InChiKey: IHUOJEKEFKZWND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(3-bromo-4-methoxyphenyl)-5-(4-hydroxy-3-methoxyphenyl)pentan-3-one 在 吡啶 、 potassium carbonate 、 copper(II) oxide 作用下， 反应 2.5h， 以28%的产率得到4,15,19,30-Tetramethoxy-2,17-dioxapentacyclo[26.2.2.213,16.13,7.118,22]hexatriaconta-1(30),3,5,7(36),13,15,18,20,22(33),28,31,34-dodecaene-10,25-dione
  参考文献：
  名称：

  Microwave-assisted synthesis of macrocycles via intramolecular and/or bimolecular Ullmann coupling

  摘要：

  Microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling is described. Using the optimized conditions, a panel of macrocycles, with different substitution patterns, ring sizes, and linkers, has been successfully synthesized using microwave irradiation. To the best of our knowledge, this work represents the first examples of the microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.142
• 作为产物：
  描述：

  (1E,4E)-1-(3-bromo-4-methoxyphenyl)-5-(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以 氯仿 为溶剂， 反应 4.0h， 以29%的产率得到1-(3-bromo-4-methoxyphenyl)-5-(4-hydroxy-3-methoxyphenyl)pentan-3-one
  参考文献：
  名称：

  Microwave-assisted synthesis of macrocycles via intramolecular and/or bimolecular Ullmann coupling

  摘要：

  Microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling is described. Using the optimized conditions, a panel of macrocycles, with different substitution patterns, ring sizes, and linkers, has been successfully synthesized using microwave irradiation. To the best of our knowledge, this work represents the first examples of the microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.142