8-[2-(4-bromophenyl)ethyl]-1,4-dioxa-8-azaspiro[4.5]decane | 809237-03-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 8-[2-(4-bromophenyl)ethyl]-1,4-dioxa-8-azaspiro[4.5]decane
• 英文别名: 1,4-Dioxa-8-azaspiro[4.5]decane, 8-[2-(4-bromophenyl)ethyl]-
• CAS: 809237-03-4
• 化学式: C₁₅H₂₀BrNO₂
• 分子量: 326.233
• InChiKey: WNAYDYKJVRFCBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-piperidone ethylene ketal trifluoroacetate 、 聚合甲醛 、 bromo-[(4-bromophenyl)methyl]zinc 以 N-甲基吡咯烷酮 、 四氢呋喃 为溶剂， 反应 0.17h， 以65%的产率得到8-[2-(4-bromophenyl)ethyl]-1,4-dioxa-8-azaspiro[4.5]decane
  参考文献：
  名称：

  A simple one-pot procedure for the iminium salt formation: an efficient route to β-arylethylamines

  摘要：

  A practical and highly efficient process for the preparation of beta-arylethylamines 7 was developed. Benzylic organozinc compounds 10 were reacted with the iminium salts 9 generated in situ from the amine salt 8 and para formaldehyde in one pot and in a polar and aprotic solvent, such as NMP. A variety of the beta-arylethylamines were prepared in 43-91% yields. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.027

文献信息

• A simple one-pot procedure for the iminium salt formation: an efficient route to β-arylethylamines
  作者：Yi-Yin Ku、Tim Grieme、Yu-Ming Pu、Ashok V. Bhatia、Steve A. King

  DOI：10.1016/j.tetlet.2005.01.027

  日期：2005.2

  A practical and highly efficient process for the preparation of beta-arylethylamines 7 was developed. Benzylic organozinc compounds 10 were reacted with the iminium salts 9 generated in situ from the amine salt 8 and para formaldehyde in one pot and in a polar and aprotic solvent, such as NMP. A variety of the beta-arylethylamines were prepared in 43-91% yields. (C) 2005 Elsevier Ltd. All rights reserved.