3-(4-acetylphenyl)-N,N-diethyl-3-oxopropanamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-acetylphenyl)-N,N-diethyl-3-oxopropanamide
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: MPXFEBFODBYVDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  一氧化碳 、 4-溴苯乙酮 、 N,N-二乙基乙酰乙酰胺 在 dichloro(cycloocta-1,5-diene)palladium (II) 、 三乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 magnesium chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以97%的产率得到3-(4-acetylphenyl)-N,N-diethyl-3-oxopropanamide
  参考文献：
  名称：

  钯催化的1，3-酮酰胺的羰基化-脱乙酰化序列

  摘要：

  AbstractAn efficient three‐component reaction involving carbon monoxide with a range of aryl bromides and N‐substituted acetoacetamides is reported for the synthesis of β‐keto amides. This transformation is promoted by Pd‐catalysis followed by an acid‐mediated deacetylation upon work‐up, enabling a large number of β‐keto amides to be isolated. Finally, d2‐13C‐dyclonine could be synthesized in three steps utilizing the developed catalytic system as the key step.magnified image

  DOI：

  10.1002/adsc.201400545

文献信息

• A Palladium-Catalyzed Carbonylative-Deacetylative Sequence to 1,3-Keto Amides
  作者：Dennis U. Nielsen、Signe Korsager、Anders T. Lindhardt、Troels Skrydstrup

  DOI：10.1002/adsc.201400545

  日期：2014.11.24

  AbstractAn efficient three‐component reaction involving carbon monoxide with a range of aryl bromides and N‐substituted acetoacetamides is reported for the synthesis of β‐keto amides. This transformation is promoted by Pd‐catalysis followed by an acid‐mediated deacetylation upon work‐up, enabling a large number of β‐keto amides to be isolated. Finally, d2‐13C‐dyclonine could be synthesized in three steps utilizing the developed catalytic system as the key step.magnified image