N.N-Bis(3-oxobutyl)-p-toluidin | 26076-85-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N.N-Bis(3-oxobutyl)-p-toluidin
• 英文别名: 4-[(3-oxobutyl)-4-methylphenylamino]butan-2-one；4,4'-(p-tolylazanediyl)dibutan-2-one；4-[4-methyl-N-(3-oxobutyl)anilino]butan-2-one
• CAS: 26076-85-7
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: ZYPKBSKRLJLCBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙烷,三氯氟- 、 丁烯酮 在 tributyl(ethyl)phosphonium tosylate 作用下， 反应 3.0h， 以98%的产率得到N.N-Bis(3-oxobutyl)-p-toluidin
  参考文献：
  名称：

  离子液体乙基三正丁基甲苯磺酸phosph作为溶剂，用于酸催化的异迈克尔反应

  摘要：

  使用离子液体乙基三正丁基甲苯磺酸phosph，已开发出一种新的便捷的方法，用于醇，硫醇和胺的酸催化迈克尔加成反应生成甲基乙烯基酮。反应条件温和，不需要有毒和昂贵的路易斯酸催化剂，与更常用的系统相比，具有优势。

  DOI：

  10.1016/j.tet.2006.09.052

文献信息

• “On-water” conjugate additions of anilines
  作者：Christopher B. W. Phippen、James K. Beattie、Christopher S. P. McErlean

  DOI：10.1039/c0cc02502j

  日期：——

  The conjugate addition of anilines onto unsaturated ketones, esters and N-acylpyrroles was investigated. Based on a recently proposed explanation for the phenomenon of on-water catalysis, operationally simple and mild reaction conditions for effecting these addition reactions have been developed. The success of these additions provides further support for the acid-catalysed nature of on-water chemistry.

  对芳胺与不饱和酮、酯和N-酰基吡咯的共轭加成进行了研究。基于最近提出的关于水上催化现象的解释，已经开发出操作简便且温和的反应条件来实现这些加成反应。这些加成反应的成功进一步支持了水上化学的酸催化特性。
• The ionic liquid ethyltri-n-butylphosphonium tosylate as solvent for the acid-catalysed hetero-Michael reaction
  作者：Nazira Karodia、Xihan Liu、Petra Ludley、Dimitrios Pletsas、Grace Stevenson

  DOI：10.1016/j.tet.2006.09.052

  日期：2006.11

  A new and convenient method for the acid-catalysed Michael addition reactions of alcohols, thiols and amines to methyl vinyl ketone has been developed using the ionic liquid ethyltri-n-butylphosphonium tosylate. The reaction conditions are mild and obviate the need for toxic and expensive Lewis acid catalysts, offering advantages over more commonly used systems.

  使用离子液体乙基三正丁基甲苯磺酸phosph，已开发出一种新的便捷的方法，用于醇，硫醇和胺的酸催化迈克尔加成反应生成甲基乙烯基酮。反应条件温和，不需要有毒和昂贵的路易斯酸催化剂，与更常用的系统相比，具有优势。
• Solvent-Promoted and -Controlled Aza-Michael Reaction with Aromatic Amines
  作者：Kavita De、Julien Legros、Benoit Crousse、Danièle Bonnet-Delpon

  DOI：10.1021/jo9012699

  日期：2009.8.21

  1,4-Addition of anilines onto Michael acceptors proceeds easily in specific polar protic solvent, without any promoting agent. According to the solvent and to the electrophile, the selectivity of the reaction can be finely tuned. With methyl acrylate as electrophile, only monoaddition takes place in water, while the diadduct is yielded in hexafluoroisopropyl alcohol (HFIP). The use of methyl vinyl ketone as a partner affords the monoadduct in water, the diadduct in trifluoroethanol (TFE), and the quinoline in HFIP.