4-cyclohex-1-en-1-yl-1-phenylbut-3-yn-1-ol | 1132645-42-1

• 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: 4-cyclohex-1-en-1-yl-1-phenylbut-3-yn-1-ol
• CAS: 1132645-42-1
• 化学式: C₁₆H₁₈O
• 分子量: 226.318
• InChiKey: PGMKVADODKZRAP-UHFFFAOYSA-N

物化性质

• 沸点：
  389.4±41.0 °C(predicted)
• 密度：
  1.07±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-cyclohex-1-en-1-yl-1-phenylbut-3-yn-1-ol 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 C₁₇H₂₀O₃S
  参考文献：
  名称：

  Microwave-assisted zinc chloride-catalyzed synthesis of substituted pyrroles from homopropargyl azides

  摘要：

  Ligand-free 5-endo-dig cyclization of 1,4- and 1,2,4-substituted but-3-yn-1-yl (homopropargyl) azides in the presence of zinc chloride (usually 20 mol %) in dichloroethane at elevated temperature provides 2,5-di- and 2,3,5-trisubstituted pyrroles in high to moderate yields (91-41%). Both conventional and microwave protocols furnished comparable results. A structure of 2-(4-fluorophenyl)-5-(4-methyl-phenyl)-1H-pyrrole was confirmed by X-ray crystallography. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.094
• 作为产物：
  描述：

  氧化苯乙烯 、 1-乙炔基环己烷 在 lithium diisopropyl amide 、 水 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 、 二甲基亚砜 为溶剂， 反应 3.17h， 以85%的产率得到4-cyclohex-1-en-1-yl-1-phenylbut-3-yn-1-ol
  参考文献：
  名称：

  Microwave-assisted zinc chloride-catalyzed synthesis of substituted pyrroles from homopropargyl azides

  摘要：

  Ligand-free 5-endo-dig cyclization of 1,4- and 1,2,4-substituted but-3-yn-1-yl (homopropargyl) azides in the presence of zinc chloride (usually 20 mol %) in dichloroethane at elevated temperature provides 2,5-di- and 2,3,5-trisubstituted pyrroles in high to moderate yields (91-41%). Both conventional and microwave protocols furnished comparable results. A structure of 2-(4-fluorophenyl)-5-(4-methyl-phenyl)-1H-pyrrole was confirmed by X-ray crystallography. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.094

文献信息

• Microwave-assisted zinc chloride-catalyzed synthesis of substituted pyrroles from homopropargyl azides
  作者：Przemysław Wyrębek、Adam Sniady、Nicholas Bewick、Yan Li、Agnieszka Mikus、Kraig A. Wheeler、Roman Dembinski

  DOI：10.1016/j.tet.2008.11.094

  日期：2009.2

  Ligand-free 5-endo-dig cyclization of 1,4- and 1,2,4-substituted but-3-yn-1-yl (homopropargyl) azides in the presence of zinc chloride (usually 20 mol %) in dichloroethane at elevated temperature provides 2,5-di- and 2,3,5-trisubstituted pyrroles in high to moderate yields (91-41%). Both conventional and microwave protocols furnished comparable results. A structure of 2-(4-fluorophenyl)-5-(4-methyl-phenyl)-1H-pyrrole was confirmed by X-ray crystallography. (C) 2008 Elsevier Ltd. All rights reserved.