1-[(2-hydroxy-1-naphthylmethylen)amino]piperidine | 454226-79-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[(2-hydroxy-1-naphthylmethylen)amino]piperidine
• 英文别名: 1-(Piperidin-1-yliminomethyl)naphthalen-2-ol
• CAS: 454226-79-0
• 化学式: C₁₆H₁₈N₂O
• 分子量: 254.332
• InChiKey: YSKSPNSDXSAHBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-氨基哌啶 、 2-羟基-1-萘甲醛 以 甲醇 、 乙醇 为溶剂， 以47%的产率得到1-[(2-hydroxy-1-naphthylmethylen)amino]piperidine
  参考文献：
  名称：

  Hydrazones from hydroxy naphthaldehydes and N-aminoheterocycles: structure and stereodynamics

  摘要：

  Schiff bases derived from 2-hydroxy-1-naphthaldehyde, or 1-hydroxy-2-naphthaldehyde, and different saturated N-aminoheterocycles have been prepared. Their structures have been elucidated in both solution and the solid state, including unequivocal X-ray diffraction analyses. Experimental data evidence the presence of imine (or hydrazone) structures as the most stable tautomers, while all attempts to switch to enamine (or enhydrazine) structures based on electronic and steric considerations were unsuccessful. A complete conformational analysis assisted by DFT calculations at B3LYP/6-31G* and M06-2X/6-311++G** levels has been performed on each series of representative structures. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.065