3-(4-甲基哌啶-1-基)丙酰胺 | 1002415-07-7

• 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
• 中文名称: 3-(4-甲基哌啶-1-基)丙酰胺
• 英文名称: 3-(4-methylpiperidin-1-yl)propanamide
• CAS: 1002415-07-7
• 化学式: C₉H₁₈N₂O
• mdl: MFCD04345341
• 分子量: 170.255
• InChiKey: LUFVSSFWTHHDAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲基哌啶 、 丙烯酰胺 在 [ADPQ][CH₃COO] 作用下， 反应 0.5h， 以95%的产率得到3-(4-甲基哌啶-1-基)丙酰胺
  参考文献：
  名称：

  [ADPQ] [CH 3 COO]：高效，可回收的催化剂，用于在无溶剂条件下进行α，β-不饱和化合物和胺的氮杂迈克尔加成反应

  摘要：

  可循环使用的离子液体[ADPQ] [CH 3 COO]已用作将胺氮杂-迈克尔加成到α，β-不饱和化合物中以生产β-氨基化合物的催化剂。反应在数小时内以高收率完成。离子液体可以循环使用六次而不会明显降低催化活性。

  DOI：

  10.1007/s11164-015-1950-4

文献信息

• Michael Addition Reaction Catalyzed by Imidazolium Chloride to Protect Amino Groups and Construct Medium Ring Heterocycles
  作者：Dai、Tian、Li、Shang、Luo、Wang、Li、Zhang、Li、Yuan

  DOI：10.3390/molecules24234224

  日期：——

  An effective approach for amino protection and construction of a seven-membered ring has been developed. The method uses imidazolium chloride to carry out the Michael addition reaction at low temperatures and perform amino deprotection or construction of a seven-membered ring at high temperatures.

  已经开发出一种有效的氨基保护和七元环构建方法。该方法采用氯化咪唑在低温下进行迈克尔加成反应，在高温下进行氨基脱保护或构建七元环。
• DABCO-Based Ionic Liquids: Recyclable Catalysts for Aza-Michael Addition of α,β-Unsaturated Amides under Solvent-Free Conditions
  作者：Anguo Ying、Zhifeng Li、Jianguo Yang、Shuo Liu、Songlin Xu、Hua Yan、Chenglin Wu

  DOI：10.1021/jo500937a

  日期：2014.7.18

  developed and used as recyclable catalysts for the aza-Michael addition at room temperature without any organic solvent. [DABCO–PDO][OAc] was found to be the most efficient catalyst, and the amount of catalyst was only 10 mol %. Various amines reacted with a wide range of α,β-unsaturated amides, smoothly affording target products in good to excellent yields within hours. Moreover, the catalyst could be reused

  开发了一系列新型的基于1,4-重氮二环[2.2.2]辛烷（DABCO）的离子液体，并将其用作室温下无任何有机溶剂的aza-Michael加成反应的可循环催化剂。发现[DABCO-PDO] [OAc]是最有效的催化剂，催化剂的量仅为10 mol％。各种胺与多种α，β-不饱和酰胺反应，在数小时内即可顺利以良好的收率获得目标产物。而且，该催化剂可重复使用多达八次，仍保持高催化活性。最后，提出了一个合理的机制。FTIR和计算化学用于验证催化机理。
• Nmp-based ionic liquids: Recyclable catalysts for both hetero-Michael addition and Knoevenagel condensation in water
  作者：Pengkun Yang、Yawei Liu、Ling Chai、Zhenzhen Lai、Xiaomin Fang、Baoying Liu、Wenkai Zhang、Minghua Lu、Yuanqing Xu、Hao Xu

  DOI：10.1080/00397911.2018.1434544

  日期：2018.5.3

  A series of novel N-methyl piperidine (Nmp)-based ionic liquids with 1,2-propanediol group are synthesized and used as catalysts for both hetero-Michael addition of alpha,beta-unsaturated amides and Knoevenagel condensation at room temperature in water; and all the examined substrates could be transformed into corresponding products in good to excellent yields. Meanwhile IL-catalyzed hetero-Michael addition of alpha,beta-unsaturated amides in water has not been reported in the previous literatures. Additionally, the catalyst is recyclable for the two reactions. This finding provides a green catalyst for both hetero-Michael addition of alpha,beta-unsaturated amides and Knoevenagel condensation in water.