N-benzyl 2-ethyl-4-methylpenta-2,3-dienamide | 1166834-38-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-benzyl 2-ethyl-4-methylpenta-2,3-dienamide
• 英文别名: N-benzyl-2-ethyl-4-methylpenta-2,3-dienamide
• CAS: 1166834-38-3
• 化学式: C₁₅H₁₉NO
• 分子量: 229.322
• InChiKey: IXEVHWJQJHVCNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  二氧化碳 、 N-benzyl 2-ethyl-4-methylpenta-2,3-dienamide 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 70.0 ℃ 、101.33 kPa 条件下， 反应 3.0h， 以94%的产率得到3-benzyl-5-ethyl-6-isopropyl-1,3-oxazine-2,4-dione
  参考文献：
  名称：

  A Novel Synthesis of 1,3-Oxazine-2,4-diones via a Simple and Efficient Reaction of CO₂ with 2,3-Allenamides

  摘要：

  A simple and efficient reaction of CO2 with 2,3-allenamides under mild conditions (CO2 balloon without any metal catalyst in the presence of K2CO3 or Cs2CO3) leads to an efficient synthesis of 1,3-oxazine-2,4-diones. The high reactivity of the allene moiety is crucial for the success of this transformation since the corresponding reaction of alpha,beta-unsaturated alkenamides or alkynamides does not occur.

  DOI：

  10.1021/ol9009046
• 作为产物：
  描述：

  2-ethyl-4-methylpenta-2,3-dienoic acid 、 苄胺 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以54%的产率得到N-benzyl 2-ethyl-4-methylpenta-2,3-dienamide
  参考文献：
  名称：

  A Novel Synthesis of 1,3-Oxazine-2,4-diones via a Simple and Efficient Reaction of CO₂ with 2,3-Allenamides

  摘要：

  A simple and efficient reaction of CO2 with 2,3-allenamides under mild conditions (CO2 balloon without any metal catalyst in the presence of K2CO3 or Cs2CO3) leads to an efficient synthesis of 1,3-oxazine-2,4-diones. The high reactivity of the allene moiety is crucial for the success of this transformation since the corresponding reaction of alpha,beta-unsaturated alkenamides or alkynamides does not occur.

  DOI：

  10.1021/ol9009046

文献信息

• A Novel Synthesis of 1,3-Oxazine-2,4-diones via a Simple and Efficient Reaction of CO₂ with 2,3-Allenamides
  作者：Guofei Chen、Chunling Fu、Shengming Ma

  DOI：10.1021/ol9009046

  日期：2009.7.2

  A simple and efficient reaction of CO2 with 2,3-allenamides under mild conditions (CO2 balloon without any metal catalyst in the presence of K2CO3 or Cs2CO3) leads to an efficient synthesis of 1,3-oxazine-2,4-diones. The high reactivity of the allene moiety is crucial for the success of this transformation since the corresponding reaction of alpha,beta-unsaturated alkenamides or alkynamides does not occur.