(E)-4-[(1-bromonaphthalen-2-yl)iminomethyl]-2-methoxyphenyl adamantane-1-carboxylate | 1240894-59-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-4-[(1-bromonaphthalen-2-yl)iminomethyl]-2-methoxyphenyl adamantane-1-carboxylate
• CAS: 1240894-59-0
• 化学式: C₂₉H₂₈BrNO₃
• 分子量: 518.45
• InChiKey: SCTAVOOGWPTMFM-KBVAKVRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.48
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  47.89
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-氨基-1-溴萘 、 tricyclo[3.3.1.1^3,7]decane-1-carboxylic acid 4-formyl-2-methoxyphenyl ester 以 甲醇 为溶剂， 以92%的产率得到(E)-4-[(1-bromonaphthalen-2-yl)iminomethyl]-2-methoxyphenyl adamantane-1-carboxylate
  参考文献：
  名称：

  Synthesis and properties of (E)-4-[alkyl(aryl)iminomethyl]-2-methoxy(ethoxy)phenyl adamantane-1-carboxylates

  摘要：

  Condensation of 4-formyl-2-methoxy(ethoxy)phenyl adamantane-1-carboxylates with aliphatic, cycloaliphatic, and aromatic amines gave the corresponding adamantane-containing Schiff bases as E isomers with respect to the CH=N azomethine bond. The reaction of 2-methoxy-4-(naphthalen-2-yliminomethyl)phenyl adamantane-1-carboxylate with cyclohexane-1,3-dione and dimedone led to the formation of 2-methoxy-4-(11-oxo-7,8,9,10,11,12-hexahydrobenzo[a]acridin-12-yl)phenyl adamantane-1-carboxylates. Quantum-chemical calculations of the energies of formation of E and Z isomers of some of the synthesized Schiff bases were performed.

  DOI：

  10.1134/s107042801004010x