5-(4-methoxybenzyl)-4,5-dihydroisoxazole | 1412494-27-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-methoxybenzyl)-4,5-dihydroisoxazole
• 英文别名: 5-(4-Methoxybenzyl)-4,5-dihydroisoxazole；5-[(4-methoxyphenyl)methyl]-4,5-dihydro-1,2-oxazole
• CAS: 1412494-27-9
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: UMLNHAGGSMPFAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-环丙基甲基-4-甲氧基-苯 在 三氟乙酸 、 sodium nitrite 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以74%的产率得到5-(4-methoxybenzyl)-4,5-dihydroisoxazole
  参考文献：
  名称：

  Benzyl-4,5-dihydroisoxazoles from benzylcyclo-propanes: regioselective insertion of an n=o fragment into the three-membered carbocycle of benzylcyclopropanes by the action of nitrous acid

  摘要：

  The action of equimolar amounts of nitrous acid formed in situ on benzylcyclopropanes with electron-donor and electron-withdrawing substituents in the aromatic part of the substrate lead, at certain temperatures, exclusively to the insertion of an N=O fragment into the three-membered carbocycle with subsequent formation of a heterocyclic isoxazoline (4,5-dihydroisoxazole) system.

  DOI：

  10.1007/s10593-012-1125-9

文献信息

• Benzyl-4,5-dihydroisoxazoles from benzylcyclo-propanes: regioselective insertion of an n=o fragment into the three-membered carbocycle of benzylcyclopropanes by the action of nitrous acid
  作者：R. A. Gazzaeva、E. V. Trofimova、A. Z. Kadzhaeva、A. N. Fedotov、S. S. Mochalov

  DOI：10.1007/s10593-012-1125-9

  日期：2012.11

  The action of equimolar amounts of nitrous acid formed in situ on benzylcyclopropanes with electron-donor and electron-withdrawing substituents in the aromatic part of the substrate lead, at certain temperatures, exclusively to the insertion of an N=O fragment into the three-membered carbocycle with subsequent formation of a heterocyclic isoxazoline (4,5-dihydroisoxazole) system.