6-(tetrahydro-2H-pyran-2-yloxy)hexanenitrile | 62627-62-7

• 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: 6-(tetrahydro-2H-pyran-2-yloxy)hexanenitrile
• 英文别名: 6-[(Oxan-2-yl)oxy]hexanenitrile；6-(oxan-2-yloxy)hexanenitrile
• CAS: 62627-62-7
• 化学式: C₁₁H₁₉NO₂
• 分子量: 197.277
• InChiKey: ZUBPVKFDOMZVRI-UHFFFAOYSA-N

物化性质

• 沸点：
  336.7±37.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-(2-tetrahydro-2H-pyranyloxy)heptan-1-ol 在 2,3'-联吡啶 、 ammonium hydroxide 、 copper(l) iodide 、 2,2,6,6-四甲基哌啶氧化物 、 氧气 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以68%的产率得到6-(tetrahydro-2H-pyran-2-yloxy)hexanenitrile
  参考文献：
  名称：

  Highly Practical Synthesis of Nitriles and Heterocycles from Alcohols under Mild Conditions by Aerobic Double Dehydrogenative Catalysis

  摘要：

  A mild, aerobic, catalytic process for obtaining nitriles directly from alcohols and aqueous ammonia is described. The reaction proceeds via a dehydrogenation cascade mediated by catalytic CuI, bpy, and TEMPO in the presence of O-2. The substrate scope is broad including various functionalized aromatic and aliphatic alcohols. This protocol enabled the one-pot synthesis of various biaryl heterocycles directly from commercially available alcohols.

  DOI：

  10.1021/ol400459y

文献信息

• Highly Practical Synthesis of Nitriles and Heterocycles from Alcohols under Mild Conditions by Aerobic Double Dehydrogenative Catalysis
  作者：Weiyu Yin、Chengming Wang、Yong Huang

  DOI：10.1021/ol400459y

  日期：2013.4.19

  A mild, aerobic, catalytic process for obtaining nitriles directly from alcohols and aqueous ammonia is described. The reaction proceeds via a dehydrogenation cascade mediated by catalytic CuI, bpy, and TEMPO in the presence of O-2. The substrate scope is broad including various functionalized aromatic and aliphatic alcohols. This protocol enabled the one-pot synthesis of various biaryl heterocycles directly from commercially available alcohols.