7-(3-Cyclododecyloxypropyl)oxepan-2-one | 1245018-84-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 7-(3-Cyclododecyloxypropyl)oxepan-2-one
• 英文别名: 7-(3-cyclododecyloxypropyl)oxepan-2-one
• CAS: 1245018-84-1
• 化学式: C₂₁H₃₈O₃
• 分子量: 338.531
• InChiKey: RZLZWDKTJMTICU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(3-(cyclododecyloxy)propyl)cyclohexan-1-one 在 间氯过氧苯甲酸 作用下， 以 乙腈 为溶剂， 反应 24.5h， 以84%的产率得到7-(3-Cyclododecyloxypropyl)oxepan-2-one
  参考文献：
  名称：

  CCl₃CN: A Crucial Promoter of mCPBA-Mediated Direct Ether Oxidation

  摘要：

  The direct oxidation of ether sp(3) C-H bonds using the new reagent system mCPBA/CCl3CN/MeCN has been developed. CCl3CN in MeCN drastically alters the reactivity of m-chloroperbenzoic acid (mCPBA), and chemoselective transformation of methyl ethers to ketones was realized under mild conditions. Radical-based mCPBA-mediated oxidation was suggested as the reaction mechanism. The present new reaction expands the utility of methyl ethers as stable synthetic precursors of carbonyl compounds and of mCPBA as a radical-based C-H oxidizing agent.

  DOI：

  10.1021/ol1018079

文献信息

• CCl₃CN: A Crucial Promoter of <i>m</i>CPBA-Mediated Direct Ether Oxidation
  作者：Shin Kamijo、Shoko Matsumura、Masayuki Inoue

  DOI：10.1021/ol1018079

  日期：2010.9.17

  The direct oxidation of ether sp(3) C-H bonds using the new reagent system mCPBA/CCl3CN/MeCN has been developed. CCl3CN in MeCN drastically alters the reactivity of m-chloroperbenzoic acid (mCPBA), and chemoselective transformation of methyl ethers to ketones was realized under mild conditions. Radical-based mCPBA-mediated oxidation was suggested as the reaction mechanism. The present new reaction expands the utility of methyl ethers as stable synthetic precursors of carbonyl compounds and of mCPBA as a radical-based C-H oxidizing agent.