2-(6-Methylheptoxy)oxane | 177961-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-(6-Methylheptoxy)oxane
• CAS: 177961-69-2
• 化学式: C₁₃H₂₆O₂
• 分子量: 214.348
• InChiKey: CESHXGDOTIAKSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 C7-9-烷基醇 在 1,6-hexanediamine bis(methanesulfonate) 作用下， 反应 1.0h， 以90%的产率得到2-(6-Methylheptoxy)oxane
  参考文献：
  名称：

  1,6-己二胺甲基磺酸盐：无溶剂条件下醇四氢吡喃化的温和高效催化剂

  摘要：

  在温和的条件下，使用催化量的1,6-己二胺甲磺酸盐，各种醇与3,4-二氢-2 H-吡喃反应。在不存在溶剂的情况下，它以较快的速率以良好的产率提供了相应的四氢吡喃基醚。

  DOI：

  10.1080/10826068.2010.488491

文献信息

• Solvent-free tetrahydropyranylation of alcohols catalyzed by amine methanesulfonates
  作者：Rui Wang、MingZhu Sun、Heng Jiang

  DOI：10.1007/s11164-010-0222-6

  日期：2011.1

  A comparative study of tetrahydropyranylation of alcohols under various solvents or solvent-free conditions using different amine methanesulfonates as catalysts shows that tetrahydropyranyl ethers of alcohols are obtained under solvent-free conditions in good yields using catalytic amounts of triethylenediamine methanesulfonate, 1,6-hexanediamine methanesulfonate, diethylenetriamine methanesulfonate and pyridine methanesulfonate, respectively. The reaction occurs readily in short times at room temperature catalyzed by these catalysts, especially triethylenediamine methanesulfonate. Some of the major advantages of this procedure are that the catalysts are environmentally friendly, highly effective, and easy to prepare and handle. The reaction is also clean and needs no solvent, and the work-up is very simple.

  不同溶剂或无溶剂条件下使用不同的胺甲磺酸盐作为催化剂对醇的四氢吡喃化反应的比较研究表明，在无溶剂条件下，使用催化量的三亚乙基二胺甲磺酸盐、1,6-己二胺甲磺酸盐、二亚乙基三胺甲磺酸盐和吡啶甲磺酸盐分别能以良好的产率得到醇的四氢吡喃醚。这些催化剂，特别是三亚乙基二胺甲磺酸盐，能够在室温下短时间内催化反应顺利进行。该方法的主要优点是催化剂环境友好、高效且易于制备和处理。反应干净且无需溶剂，后处理非常简单。
• Copper nitrate/acetic acid as an efficient synergistic catalytic system for the chemoselective tetrahydropyranylation of alcohols and phenols
  作者：Min Wang、Zhi-Guo Song、Hong Gong、Heng Jiang

  DOI：10.1007/s00706-008-0051-0

  日期：2009.2

  ylation of alcohols and phenols was accomplished successfully using copper nitrate and acetic acid as a synergistic catalyst at room temperature under solvent-free condition. Compared with other synergistic catalytic systems, copper nitrate/acetic acid proved to be the most efficient. Both alcohols (primary, secondary, tertiary, benzylic, cyclic, allyl, cinnamyl, and furyl) and phenols reacted smoothly

  摘要使用硝酸铜和乙酸作为增效催化剂，在室温和无溶剂条件下成功完成了醇和酚的四氢吡喃基化反应。与其他协同催化系统相比，硝酸铜/乙酸被证明是最有效的。两种醇（伯，仲，叔，苄基，环状，烯丙基，肉桂基和呋喃基）和酚均能以高收率平稳反应。 图形概要
• Copper p-toluenesulfonate/acetic acid: a recyclable synergistic catalytic system for the tetrahydropyranylation of alcohols and phenols
  作者：Min Wang、Zhi-Guo Song、Heng Jiang、Hong Gong

  DOI：10.1007/s00706-007-0821-0

  日期：2008.6

  Copper p-toluenesulfonate/acetic acid was found to be an efficient, chemoselective synergistic catalytic system, with catalyst loading as low as 0.3 mol% leading to clean, high-yielding tetrahydropyranylation of a variety of alcohols and phenols. By simple phase-separation, copper p-toluenesulfonate can be easily recovered and reused for several times without deterioration in catalytic activity.