8-(2-cyclohexen-1-yloxy)quinoline | 1598407-13-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-(2-cyclohexen-1-yloxy)quinoline
• 英文别名: 8-(2-Cyclohexen-1-yloxy)quinoline；8-cyclohex-2-en-1-yloxyquinoline
• CAS: 1598407-13-6
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: RBNAZAPAMQMPAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  372.7±35.0 °C(predicted)
• 密度：
  1.146±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-(2-cyclohexen-1-yloxy)quinoline 反应 8.0h， 以52%的产率得到7-(2-cyclohexen-1-yl)-8-quinolinol
  参考文献：
  名称：

  Synthesis and further rearrangements of 7-(2-cycloalken-1-yl)-8-quinolinols

  摘要：

  Rearrangement reaction of 8-(cycloalkenyloxy)quinolines and the acid-catalyzed cyclization of the products were investigated. These reactions afforded insights on interesting new heterocyclic systems. Depending on the size of the cycloalkenyl moiety, we could isolate benzofuro [3,2-h]quinoline,methanooxecino[3,2-h] quinoline, methanooxonino[3,2-h]quinoline, and/or spiro[ cycloalkano-1,2'-furo[3,2-h]quinoline. The mechanism of the novel rearrangement reactions is also discussed.

  DOI：

  10.1007/s00706-014-1167-z
• 作为产物：
  描述：

  8-羟基喹啉 、 3-溴环己烯 在 sodium hydride 作用下， 以 乙二醇二甲醚 、 mineral oil 为溶剂， 反应 26.0h， 以56%的产率得到8-(2-cyclohexen-1-yloxy)quinoline
  参考文献：
  名称：

  Synthesis and further rearrangements of 7-(2-cycloalken-1-yl)-8-quinolinols

  摘要：

  Rearrangement reaction of 8-(cycloalkenyloxy)quinolines and the acid-catalyzed cyclization of the products were investigated. These reactions afforded insights on interesting new heterocyclic systems. Depending on the size of the cycloalkenyl moiety, we could isolate benzofuro [3,2-h]quinoline,methanooxecino[3,2-h] quinoline, methanooxonino[3,2-h]quinoline, and/or spiro[ cycloalkano-1,2'-furo[3,2-h]quinoline. The mechanism of the novel rearrangement reactions is also discussed.

  DOI：

  10.1007/s00706-014-1167-z

文献信息

• Synthesis and further rearrangements of 7-(2-cycloalken-1-yl)-8-quinolinols
  作者：Mercedesz Törincsi、Pal Kolonits、Lajos Novak

  DOI：10.1007/s00706-014-1167-z

  日期：2014.6

  Rearrangement reaction of 8-(cycloalkenyloxy)quinolines and the acid-catalyzed cyclization of the products were investigated. These reactions afforded insights on interesting new heterocyclic systems. Depending on the size of the cycloalkenyl moiety, we could isolate benzofuro [3,2-h]quinoline,methanooxecino[3,2-h] quinoline, methanooxonino[3,2-h]quinoline, and/or spiro[ cycloalkano-1,2'-furo[3,2-h]quinoline. The mechanism of the novel rearrangement reactions is also discussed.