3-phenyl-4-methyl-5-ethylisoxazole

• 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: 3-phenyl-4-methyl-5-ethylisoxazole
• 英文别名: 5-Ethyl-4-methyl-3-phenyl-1,2-oxazole
• 化学式: C₁₂H₁₃NO
• 分子量: 187.241
• InChiKey: MEACYJNXKZVXFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲腈 N-氧化物 在 正丁基锂 、 仲丁基锂 、 sodium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 环己烷 、 水 、 正戊烷 为溶剂， 反应 5.0h， 生成 3-phenyl-4-methyl-5-ethylisoxazole
  参考文献：
  名称：

  Regioselective synthesis and side-chain metallation and elaboration of 3-aryl-5-alkylisoxazoles

  摘要：

  A number of 3-aryl-5-alkylisoxazoles have been synthesized in high yields by reacting arylnitrile oxides with free enolate ions regioselectively obtained by metallation of various alkyl methyl ketones with LDA in THF at -78degreesC followed by dehydration. Investigations concerning regioselective side-chain metallation and elaboration of one of them (3-phenyl-5-ethylisoxazole) have also been carried out. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00125-4

文献信息

• PYRROLE DERIVATIVE OR SALT THEREOF
  申请人：Astellas Pharma Inc.

  公开号：EP1988075B1

  公开（公告）日：2012-01-25
• Regioselective synthesis and side-chain metallation and elaboration of 3-aryl-5-alkylisoxazoles
  作者：Leonardo Di Nunno、Antonio Scilimati、Paola Vitale

  DOI：10.1016/s0040-4020(02)00125-4

  日期：2002.3

  A number of 3-aryl-5-alkylisoxazoles have been synthesized in high yields by reacting arylnitrile oxides with free enolate ions regioselectively obtained by metallation of various alkyl methyl ketones with LDA in THF at -78degreesC followed by dehydration. Investigations concerning regioselective side-chain metallation and elaboration of one of them (3-phenyl-5-ethylisoxazole) have also been carried out. (C) 2002 Elsevier Science Ltd. All rights reserved.