N-(1-Methyl-pent-4-enyl)-acrylamide | 188015-08-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(1-Methyl-pent-4-enyl)-acrylamide
• 英文别名: N-hex-5-en-2-ylprop-2-enamide
• CAS: 188015-08-9
• 化学式: C₉H₁₅NO
• 分子量: 153.224
• InChiKey: ARRAZZDZDQJNRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(1-Methyl-pent-4-enyl)-acrylamide 在 12-冠醚-4 、 三氟甲磺酸酐 、 N,N-二异丙基乙胺 作用下， 以 苯 为溶剂， 反应 26.25h， 生成 1,2,3,7,8,8a-hexahydro-3-methylindolizine-5-carbonitrile
  参考文献：
  名称：

  Intramolecular Diels−Alder Reaction of 2-Cyano-1-aza-1,3-butadienes

  摘要：

  It has been demonstrated that a a-cyano substituent is sufficient to activate 1-aza-1,3-butadienes with respect to the intramolecular Diels-Alder reaction. This reaction is successful for the preparation of the indolizidine and quinolizidine ring systems. The stereochemistry of the isomeric products was assigned by a careful analysis of their NMR spectral data.

  DOI：

  10.1021/jo961403d
• 作为产物：
  描述：

  5-已烯-2-酮 在 lithium aluminium tetrahydride 、 盐酸羟胺 、 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 29.0h， 生成 N-(1-Methyl-pent-4-enyl)-acrylamide
  参考文献：
  名称：

  Intramolecular Diels−Alder Reaction of 2-Cyano-1-aza-1,3-butadienes

  摘要：

  It has been demonstrated that a a-cyano substituent is sufficient to activate 1-aza-1,3-butadienes with respect to the intramolecular Diels-Alder reaction. This reaction is successful for the preparation of the indolizidine and quinolizidine ring systems. The stereochemistry of the isomeric products was assigned by a careful analysis of their NMR spectral data.

  DOI：

  10.1021/jo961403d

文献信息

• Intramolecular Diels−Alder Reaction of 2-Cyano-1-aza-1,3-butadienes
  作者：Nicholas J. Sisti、Emmanuel Zeller、David S. Grierson、Frank W. Fowler

  DOI：10.1021/jo961403d

  日期：1997.4.1

  It has been demonstrated that a a-cyano substituent is sufficient to activate 1-aza-1,3-butadienes with respect to the intramolecular Diels-Alder reaction. This reaction is successful for the preparation of the indolizidine and quinolizidine ring systems. The stereochemistry of the isomeric products was assigned by a careful analysis of their NMR spectral data.