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

• 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-hydroxypropionamide
• 英文别名: 3-(4-acetylphenyl)-N,N-diethyl-3-hydroxypropanamide
• 化学式: C₁₅H₂₁NO₃
• 分子量: 263.337
• InChiKey: NNJGSWYPQQNSCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N-二乙基乙酰胺 、 4-乙酰苯甲醛 在 Zn(TMP)₂ 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以93%的产率得到3-(4-acetylphenyl)-N,N-diethyl-3-hydroxypropionamide
  参考文献：
  名称：

  One-step deprotonation route to zinc amide and ester enolates for use in aldol reactions and Negishi couplings

  摘要：

  Simple amides and esters are conveniently deprotonated by Zn(tmp)(2) (tmp = 2,2,6,6-tetramethylpiperidinyl anion) to generate Zn enolates. Enolates formed by this method are suitable for use in aldol reactions that tolerate base-sensitive functional groups. Additionally, the Zn enolates are readily coupled with aryl bromides using typical Pd-catalyzed coupling methods. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.093

文献信息

• One-step deprotonation route to zinc amide and ester enolates for use in aldol reactions and Negishi couplings
  作者：Mark L. Hlavinka、John R. Hagadorn

  DOI：10.1016/j.tetlet.2006.05.093

  日期：2006.7

  Simple amides and esters are conveniently deprotonated by Zn(tmp)(2) (tmp = 2,2,6,6-tetramethylpiperidinyl anion) to generate Zn enolates. Enolates formed by this method are suitable for use in aldol reactions that tolerate base-sensitive functional groups. Additionally, the Zn enolates are readily coupled with aryl bromides using typical Pd-catalyzed coupling methods. (c) 2006 Elsevier Ltd. All rights reserved.