(2,2-dibrom cyclopropyl)(morpholin-4-yl)methanone | 1219811-04-7

• 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: (2,2-dibrom cyclopropyl)(morpholin-4-yl)methanone
• CAS: 1219811-04-7
• 化学式: C₈H₁₁Br₂NO₂
• 分子量: 312.989
• InChiKey: XCCVYERHAKLSFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2,2-dibrom cyclopropyl)(morpholin-4-yl)methanone 在 异丙基溴化镁 、 水 、 氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以86%的产率得到(2-brom cyclopropyl)(morpholin-4-yl)methanone
  参考文献：
  名称：

  Thermodynamic Control of Diastereoselectivity in the Formal Nucleophilic Substitution of Bromocyclopropanes

  摘要：

  A new, general, and chemoselective protocol for the formal nucleophilic substitution of 2-bromocyclopropylcarboxamides Is described. A wide range of alcohols and phenols can be employed as pronucleophiles in this transformation, providing expeditious access to trans-cyclopropanol ethers. A new mode of the selectivity control through a thermodynamic equilibrium is realized, alternative to the previously described steric and directing modes.

  DOI：

  10.1021/ol100187c
• 作为产物：
  描述：

  吗啉 、 2,2-Dibromocyclopropancarboseaure-Chlorid 以 四氢呋喃 为溶剂， 以47%的产率得到(2,2-dibrom cyclopropyl)(morpholin-4-yl)methanone
  参考文献：
  名称：

  Thermodynamic Control of Diastereoselectivity in the Formal Nucleophilic Substitution of Bromocyclopropanes

  摘要：

  A new, general, and chemoselective protocol for the formal nucleophilic substitution of 2-bromocyclopropylcarboxamides Is described. A wide range of alcohols and phenols can be employed as pronucleophiles in this transformation, providing expeditious access to trans-cyclopropanol ethers. A new mode of the selectivity control through a thermodynamic equilibrium is realized, alternative to the previously described steric and directing modes.

  DOI：

  10.1021/ol100187c