1,4-bis(2-hydroxy-5-chlorobenzyl)piperazine | 24773-79-3

• 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: 1,4-bis(2-hydroxy-5-chlorobenzyl)piperazine
• 英文别名: 4,4'-Dichloro-2,2'-(piperazine-1,4-diyldimethylene)diphenol；4-chloro-2-[[4-[(5-chloro-2-hydroxyphenyl)methyl]piperazin-1-yl]methyl]phenol
• CAS: 24773-79-3
• 化学式: C₁₈H₂₀Cl₂N₂O₂
• 分子量: 367.275
• InChiKey: RWHPORRQXVCOSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  哌嗪 、 聚合甲醛 、 对氯苯酚 生成 1,4-bis(2-hydroxy-5-chlorobenzyl)piperazine
  参考文献：
  名称：

  Simple synthesized Mannich bases as ligands in Cu-catalyzed N-arylation of imidazoles in water

  摘要：

  1,4-Bis(2-hydroxy-5-methoxybenzyl)piperazine and its analogues were used as efficient ligands for CuI-catalyzed N-arylation of imidazoles with aryl halides in water under mild conditions (120 A degrees C for 12 h) with 10 mol% of CuI, 20 mol% of the Mannich base, and two equivalents of KOH or K(2)CO(3) in the presence of 10 mol% phase transfer catalyst (n-Bu)(4)NBr. A variety of products were synthesized in moderate to excellent yields using this inexpensive catalytic system.

  DOI：

  10.1007/s00706-010-0363-8

文献信息

• Simple synthesized Mannich bases as ligands in Cu-catalyzed N-arylation of imidazoles in water
  作者：Yefeng Zhu、Yixing Shi、Yunyang Wei

  DOI：10.1007/s00706-010-0363-8

  日期：2010.9

  1,4-Bis(2-hydroxy-5-methoxybenzyl)piperazine and its analogues were used as efficient ligands for CuI-catalyzed N-arylation of imidazoles with aryl halides in water under mild conditions (120 A degrees C for 12 h) with 10 mol% of CuI, 20 mol% of the Mannich base, and two equivalents of KOH or K(2)CO(3) in the presence of 10 mol% phase transfer catalyst (n-Bu)(4)NBr. A variety of products were synthesized in moderate to excellent yields using this inexpensive catalytic system.