ethyl 2-[(E)-3-(adamant-1-yl)prop-2-en-1-yloxy]-benzoate | 1610007-55-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-[(E)-3-(adamant-1-yl)prop-2-en-1-yloxy]-benzoate
• 英文别名: ethyl 2-[(E)-3-(1-adamantyl)prop-2-enoxy]benzoate
• CAS: 1610007-55-0
• 化学式: C₂₂H₂₈O₃
• 分子量: 340.463
• InChiKey: CDIXIFREISQMIG-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-[(E)-3-(adamant-1-yl)prop-2-en-1-yloxy]-benzoate 、 水杨酸乙酯 反应 2.0h， 以30%的产率得到ethyl 3-[(E)-3-(adamant-1-yl)prop-2-en-1-yl]-2-hydroxybenzoate
  参考文献：
  名称：

  Synthesis and thermal transformations of allyl aryl ethers of adamantane series

  摘要：

  Allyl aryl ethers of adamantane series were obtained by reacting (E)-1-(adamant-1-yl)-3-bromoprop-1-ene with phenol or ethyl salicylate. The features of thermal transformations of allyl aryl ethers containing bulky adamantane scaffold were investigated. It has been found that the composition of the reaction products is largely dependent on temperature, time and nature of the solvent. When a nucleophilic solvent was used, the reaction proceeded via formal substitution of phenoxy fragment with nucleophilic species prevailing in the reaction medium.

  DOI：

  10.1134/s1070363214040057
• 作为产物：
  描述：

  1-[(1E)-3-bromoprop-1-en-1-yl]adamantane 、 水杨酸乙酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以85%的产率得到ethyl 2-[(E)-3-(adamant-1-yl)prop-2-en-1-yloxy]-benzoate
  参考文献：
  名称：

  Synthesis and thermal transformations of allyl aryl ethers of adamantane series

  摘要：

  Allyl aryl ethers of adamantane series were obtained by reacting (E)-1-(adamant-1-yl)-3-bromoprop-1-ene with phenol or ethyl salicylate. The features of thermal transformations of allyl aryl ethers containing bulky adamantane scaffold were investigated. It has been found that the composition of the reaction products is largely dependent on temperature, time and nature of the solvent. When a nucleophilic solvent was used, the reaction proceeded via formal substitution of phenoxy fragment with nucleophilic species prevailing in the reaction medium.

  DOI：

  10.1134/s1070363214040057