4-[3-(1,4-dimethyl-2,3,5,6-tetraoxabicyclo[2.2.1]hept-7-yl)propanoyl]morpholine | 1142402-49-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-[3-(1,4-dimethyl-2,3,5,6-tetraoxabicyclo[2.2.1]hept-7-yl)propanoyl]morpholine
• 英文别名: 3-(1,4-Dimethyl-2,3,5,6-tetraoxabicyclo[2.2.1]heptan-7-yl)-1-morpholin-4-ylpropan-1-one
• CAS: 1142402-49-0
• 化学式: C₁₂H₁₉NO₆
• 分子量: 273.286
• InChiKey: UOTFPSRSCQYXHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  66.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  吗啉 、 3-(1,4-dimethyl-2,3,5,6-tetraoxabicyclo[2.2.1]hept-7-yl)propanoic acid 在 氯甲酸乙酯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以85%的产率得到4-[3-(1,4-dimethyl-2,3,5,6-tetraoxabicyclo[2.2.1]hept-7-yl)propanoyl]morpholine
  参考文献：
  名称：

  Facile and Selective Procedure for the Synthesis of Bridged 1,2,4,5-Tetraoxanes; Strong Acids As Cosolvents and Catalysts for Addition of Hydrogen Peroxide to β-Diketones

  摘要：

  A facile, experimentally simple, and selective method was developed for the synthesis of bridged 1,2,4,5-tetraoxanes based on the reaction of hydrogen peroxide with beta-diketones catalyzed by strong acids (H2SO4, HClO4, HBF4, or BF3). The yields of the target products vary from 44% to 77%. 1,2,4,5-Tetraoxanes can easily be separated from other reaction products by column chromatography. A high concentration of a strong acid is a key factor determining the selectivity of formation and the yield of 1,2,4,5-tetraoxanes. Unlike many compounds containing the O-O bond. which undergo rearrangements in acidic media, the resulting cyclic peroxides are quite stable under these conditions.

  DOI：

  10.1021/jo900226b

文献信息

• Facile and Selective Procedure for the Synthesis of Bridged 1,2,4,5-Tetraoxanes; Strong Acids As Cosolvents and Catalysts for Addition of Hydrogen Peroxide to β-Diketones
  作者：Alexander O. Terent’ev、Dmitry A. Borisov、Vladimir V. Chernyshev、Gennady I. Nikishin

  DOI：10.1021/jo900226b

  日期：2009.5.1

  A facile, experimentally simple, and selective method was developed for the synthesis of bridged 1,2,4,5-tetraoxanes based on the reaction of hydrogen peroxide with beta-diketones catalyzed by strong acids (H2SO4, HClO4, HBF4, or BF3). The yields of the target products vary from 44% to 77%. 1,2,4,5-Tetraoxanes can easily be separated from other reaction products by column chromatography. A high concentration of a strong acid is a key factor determining the selectivity of formation and the yield of 1,2,4,5-tetraoxanes. Unlike many compounds containing the O-O bond. which undergo rearrangements in acidic media, the resulting cyclic peroxides are quite stable under these conditions.