N-(3-acetyl-4-methylphenyl)cyclopropanecarboxamide | 1309868-66-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(3-acetyl-4-methylphenyl)cyclopropanecarboxamide
• CAS: 1309868-66-3
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: ZCCSSJXZEVJHRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  N-(5-acetyl-6-methyl-2-oxo-2H-pyran-3-yl)cyclopropanecarboxamide 、 乙烯基乙醚 在 三乙烯二胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以65%的产率得到N-(3-acetyl-4-methylphenyl)cyclopropanecarboxamide
  参考文献：
  名称：

  Comparison of the reaction pathways and intermediate products of a microwave-assisted and high-pressure-promoted cycloaddition of vinyl-moiety-containing dienophiles on 2H-pyran-2-ones

  摘要：

  A comparative study of the reaction pathway of the cycloaddition of various vinyl-containing dienophiles on a set of substituted 3-acylamino-2H-pyran-2-ones under microwave-assisted and high-pressure conditions is presented. In the course of the reaction both the intermediate products, i.e., the 2-oxabicyclo[2.2.2]oct-5-ene (the exo/endo selectivity depended upon the dienophile) and the alkoxycyclohexadiene systems, were isolated and comprehensively characterized; this included X-ray diffraction analyses. The role of the base (DABCO) as an organocatalyst was further elucidated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.034