(Z)-N,N-diethyl-3-(4-nitrophenyl)acrylamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (Z)-N,N-diethyl-3-(4-nitrophenyl)acrylamide
• 英文别名: N,N-diethyl-3-(4-nitrophenyl)acrylamide；(Z)-N,N-diethyl-3-(4-nitrophenyl)prop-2-enamide
• 化学式: C₁₃H₁₆N₂O₃
• 分子量: 248.282
• InChiKey: NCRORLLVRPGZOZ-YFHOEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  63.45
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  对硝基苯甲醛 、 N,N-diethyl-2-(triphenylphosphoranylidene)acetamide 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (Z)-N,N-diethyl-3-(4-nitrophenyl)acrylamide 、 (E)-N,N-diethyl-3-(4-nitrophenyl)acrylamide
  参考文献：
  名称：

  Synthesis of α,β-Unsaturated Amide via Phosphonium Ylide

  摘要：

  A series of ,-unsaturated amides were prepared by the Wittig reaction of N,N-diethylamidemethylenetriphenylphosphorane ylide with aldehydes with moderate to good yields.

  DOI：

  10.1080/00397910802590902

文献信息

• Microwave-assisted one-pot synthesis of a, β-unsaturated amides under solvent-free conditions
  作者：Shilei Jiang、Yuanyuan Xie、Xiaochun Yu

  DOI：10.3184/030823409x393682

  日期：2009.1

  Under microwave-assisted solvent-free conditions a one-pot reaction of triphenylphosphine, an aldehyde and N, N-diethyl chloroacetamide in the presence of zinc dust affords α, β-unsaturated amides stereoselectively in good yield. In comparison with the conventional heating method, the reaction was finished within five minutes under microwave irradiation.

  在微波辅助的无溶剂条件下，三苯基膦、醛和 N, N-二乙基氯乙酰胺在锌粉存在下的一锅反应以良好的收率立体选择性地提供了 α, β-不饱和酰胺。与传统的加热方法相比，在微波照射下，反应在五分钟内完成。
• Indium-Mediated Microwave-Assisted One-Pot Synthesis of α,β-Unsaturated Amides
  作者：Sunlin Feng、Shilei Jiang、Zhiying Zhang、Xiaochun Yu

  DOI：10.3184/030823410x520750

  日期：2010.7

  A stereoselective synthesis of α,βunsaturated-N,N-diethyl amides was achieved by a one-pot reaction of triphenylphosphine, an aromatic aldehyde, and N,N-diethyl chloroacetamide in the presence of indium under microwave-assisted and solvent-free condition.

  通过三苯基膦、芳香醛和N,N-二乙基氯乙酰胺在微波辅助和无溶剂条件下，在铟存在下的一锅反应，实现了α,β不饱和-N,N-二乙基酰胺的立体选择性合成.
• Synthesis of α,β-Unsaturated Amide via Phosphonium Ylide
  作者：Shilei Jiang、Kefeng Yang、Xiaochun Yu

  DOI：10.1080/00397910802590902

  日期：2009.4.22

  A series of ,-unsaturated amides were prepared by the Wittig reaction of N,N-diethylamidemethylenetriphenylphosphorane ylide with aldehydes with moderate to good yields.