4-methyl-N-[2-(butoxycarbonyl)ethyl]aniline | 1148109-05-0

• 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: 4-methyl-N-[2-(butoxycarbonyl)ethyl]aniline
• 英文别名: Butyl 3-(4-methylanilino)propanoate
• CAS: 1148109-05-0
• 化学式: C₁₄H₂₁NO₂
• mdl: MFCD12651406
• 分子量: 235.326
• InChiKey: HGLHQGLAPLVNSY-UHFFFAOYSA-N

物化性质

• 沸点：
  362.6±25.0 °C(predicted)
• 密度：
  1.033±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙烯酸丁酯 、 乙烷,三氯氟- 在 三氟甲磺酸 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以76%的产率得到4-methyl-N-[2-(butoxycarbonyl)ethyl]aniline
  参考文献：
  名称：

  烯烃和炔烃与苯胺的HOTf催化的分子间加氢反应†

  摘要：

  在此，已经开发了在温和条件下由HOTf催化的苯胺的烯烃和炔烃的分子间加氢胺化。该反应提供了最简单的烯烃和炔烃加成方法之一，并且是金属催化反应的替代方法。同时，炔烃与苯胺的分子内加氢胺化顺利进行以获得喹啉。我们发现，该策略可有效地以环境友好的方式从简单的起始材料构建复杂的结构。

  DOI：

  10.1039/c5ra05209b

文献信息

• HOTf-catalyzed intermolecular hydroamination reactions of alkenes and alkynes with anilines
  作者：Xuefeng Xu、Xu Zhang、Zhiqiang Wang、Manman Kong

  DOI：10.1039/c5ra05209b

  日期：——

  Herein, the intermolecular hydroamination of alkenes and alkynes with anilines catalyzed by HOTf under mild conditions has been developed. This reaction provides one of the simplest alkene and alkyne addition methods and is an alternative to metal-catalyzed reactions. At the same time, the intramolecular hydroamination of alkynes with anilines proceeds smoothly to obtain quinolines. We found that this

  在此，已经开发了在温和条件下由HOTf催化的苯胺的烯烃和炔烃的分子间加氢胺化。该反应提供了最简单的烯烃和炔烃加成方法之一，并且是金属催化反应的替代方法。同时，炔烃与苯胺的分子内加氢胺化顺利进行以获得喹啉。我们发现，该策略可有效地以环境友好的方式从简单的起始材料构建复杂的结构。
• On-water magnetic NiFe₂O₄ nanoparticle-catalyzed Michael additions of active methylene compounds, aromatic/aliphatic amines, alcohols and thiols to conjugated alkenes
  作者：Soumen Payra、Arijit Saha、Subhash Banerjee

  DOI：10.1039/c6ra21160g

  日期：——

  Here, we have demonstrated the Michael addition of active methylene compounds, aromatic/aliphatic amines, thiols and alcohols to conjugated alkenes using magnetic nano-NiFe2O4 as reusable catalyst in water. Nano-NiFe2O4 efficiently catalyzed the formation of C–C and C–X (X = N, S, O etc.) bond through 1,4-addition reactions.

  在这里，我们已经证明了使用磁性纳米NiFe 2 O 4作为在水中可重复使用的催化剂将活性亚甲基化合物，芳香族/脂肪族胺，硫醇和醇的迈克尔加成到共轭烯烃上。纳米NiFe 2 O 4通过1，4-加成反应有效催化了CC和CX （X = N，S，O等）键的形成。
• Glycerol as An Efficient Promoting Medium for Organic Reactions
  作者：Yanlong Gu、Joël Barrault、François Jérôme

  DOI：10.1002/adsc.200800328

  日期：2008.9.5

  beneficial effect of water on reaction rate is decreased with an increase of the reactant′s hydrophobicity, we report here that the use of glycerol as solvent was able to considerably accelerate the reaction rate of an organic reaction even starting from more hydrophobic substrates than those usually used on water. Moreover, the possibility of directly using crude glycerol generated by the biodiesel industry

  尽管水对反应速率的有利影响随着反应物疏水性的增加而降低，但我们在此报告，使用甘油作为溶剂能够显着加快有机反应的反应速率，即使是从比疏水底物更多的疏水性底物开始通常在水上使用的那些。此外，在经济和环境上直接使用由生物柴油工业产生的粗制甘油的可能性提高了使用甘油作为溶剂的兴趣。
• Heterogeneous Aza-Michael Addition Reaction by the Copper-Based Metal–Organic Framework (CuBTC)
  作者：Samiran Bhattacharjee、Aftab Ali Shaikh、Wha-Seung Ahn

  DOI：10.1007/s10562-020-03459-7

  日期：2021.7

  The copper benzene-1, 3, 5-tricarboxylate metal-organic framework (CuBTC) was found to be an effective heterogeneous catalyst for the aza-Michael addition reaction of the four types of amines to electron deficient alkenes at room temperature. The catalytic protocol showed high product yields and outstanding chemo selectivity. The cyclic amines (piperidine and pyrrolidine) and aliphatic amines (n-dibutylamine) provided aza-Michael addition with a high yield of product (similar to 98%) within shorter reaction period (2 h) at room temperature under mild reaction conditions using CuBTC. However, it was observed that the aza-Michael reaction proceeded more slowly, giving 62% yield of product after 24 h in the case of aromatic amine (aniline) with n-butyl acrylate in the presence of CuBTC under identical reaction conditions. The catalyst could be reused four recycles without losing its initial catalytic activity and selectivity. XRD and SEM analysis further confirmed that the crystallinity of catalyst was retained during the reaction. A reaction mechanism is proposed for the aza-Michael addition reaction over heterogeneous CuBTC catalyst.[GRAPHICS].