5-methyl-3-phenyl-4-isoxazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-methyl-3-phenyl-4-isoxazole
• 英文别名: 3-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)propan-1-ol
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: BLOWTUKRAVXWQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-chloromethyl-5-methyl-3-phenyl-isoxazole 在 lithium aluminium tetrahydride 、 正丁基锂 、 硫酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 26.5h， 生成 5-methyl-3-phenyl-4-isoxazole
  参考文献：
  名称：

  Improved Routes to Homologated Isoxazoles

  摘要：

  Two carbon homologation of isoxazole-4-carbinols was performed by reaction of lithio-2,4,4-trimethyl-Delta(2)-oxazoline 1 with 4-chloromethyl-isoxazole 2, followed by trans-esterification and reduction to the isoxazole-4-propanols 5a and b. Alternatively, 2,4-diketones 6 were alkylated with 1-bromo-3-chloro-propane, and the chloro ketones 7 treated with hydroxylamine to give isoxazole-4-propanols, 5a-c.

  DOI：

  10.1080/00397919408011199

文献信息

• Improved Routes to Homologated Isoxazoles
  作者：Meikrantz、Smith、Xia、Natale

  DOI：10.1080/00397919408011199

  日期：1994.2

  Two carbon homologation of isoxazole-4-carbinols was performed by reaction of lithio-2,4,4-trimethyl-Delta(2)-oxazoline 1 with 4-chloromethyl-isoxazole 2, followed by trans-esterification and reduction to the isoxazole-4-propanols 5a and b. Alternatively, 2,4-diketones 6 were alkylated with 1-bromo-3-chloro-propane, and the chloro ketones 7 treated with hydroxylamine to give isoxazole-4-propanols, 5a-c.