methyl 3-(1H-imidazol-1-yl)-2-methylpropanoate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 3-(1H-imidazol-1-yl)-2-methylpropanoate
• 英文别名: methyl 2-methyl-3-(1'-imidazole)propionate；methyl 3-imidazolyl-2-methylpropionate；methyl 3-imidazol-1-yl-2-methylpropanoate
• 化学式: C₈H₁₂N₂O₂
• mdl: MFCD12193115
• 分子量: 168.195
• InChiKey: FIZWIUPCPGPMPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  咪唑 、 甲基丙烯酸甲酯 以 neat (no solvent) 为溶剂， 反应 24.0h， 以98%的产率得到methyl 3-(1H-imidazol-1-yl)-2-methylpropanoate
  参考文献：
  名称：

  咪唑及相关杂环化合物的无溶剂和无催化剂氮杂-迈克尔加成反应

  摘要：

  研究了吡咯与液态迈克尔受体的完全无溶剂以及无催化剂的氮杂-迈克尔加成反应。只要唑在反应混合物中的溶解度足够，加成反应就可以在80℃在数小时内完成，如用1​​2个实施例所证明的。

  DOI：

  10.1002/ejoc.202000309

文献信息

• Aza-Michael Addition of Amines to <font>α</font>,<font>β</font>-Unsaturated Compounds Using Molecular Iodine as Catalyst
  作者：Kalyan Jyoti Borah、Mridula Phukan、Ruli Borah

  DOI：10.1080/00397910903320241

  日期：2010.8.31

  Aza-Michael adducts are obtained in very good yields by the conjugate addition of aliphatic amines to α,β-unsaturated compounds using molecular iodine as catalyst in dichloromethane at room temperature. Aromatic amines were found to be reactive under reflux in toluene.

  在室温下，使用分子碘作为催化剂，将脂肪胺与 α,β-不饱和化合物共轭加成，以非常好的收率获得 Aza-Michael 加合物。发现芳族胺在甲苯中回流下具有反应性。
• Fluorinated olefins as working fluids and methods of using same
  申请人：3M INNOVATIVE PROPERTIES COMPANY

  公开号：US10280351B2

  公开（公告）日：2019-05-07

  A working fluid that includes a fluorinated olefin compound represented by the following general formula (I):

  一种工作流体，包括由以下通式 (I) 表示的氟化烯烃化合物：
• Polystyrene-supported CuI–imidazole complex catalyst for aza-Michael reaction of imidazoles with α,β-unsaturated compounds
  作者：Lixia Li、Zuliang Liu、Qilong Ling、Xiaodong Xing

  DOI：10.1016/j.molcata.2011.11.023

  日期：2012.2

  The polystyrene-supported CuI-imidazole complex catalyst was prepared and characterized by IR spectroscopy, elemental analysis, SEM/TEM and TG/DSC. The complex catalyst was globular with the size of 400-500 nm and showed a good thermal stability at high temperature. The immobilized Cu metal in the complex catalyst was about 0.85 mmol/g. By using the catalyst, aza-Michael reaction of imidazoles to alpha,beta-unsaturated compounds was performed with good yields in 4-8 h. The catalyst showed an excellent recycling efficiency over five cycles without distinct leaching of metal from the polymer support. (C) 2011 Elsevier B.V. All rights reserved.
• 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-promoted efficient and versatile aza-Michael addition
  作者：Chang-Eun Yeom、Mi Jeong Kim、B. Moon Kim

  DOI：10.1016/j.tet.2006.11.037

  日期：2007.1

  A convenient and versatile method was developed for aza-Michael addition using a substoichiometric amount of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Various nitrogen nucleophiles were efficiently introduced to a,a-unsaturated carbonyl compounds employing 0.5 equiv of DBU. Furthermore, other heteroatomic nucleophiles could also be introduced successfully under the same reaction conditions. (c) 2006 Elsevier Ltd. All rights reserved.
• FLUORINATED OLEFINS AS WORKING FLUIDS AND METHODS OF USING SAME
  申请人：3M Innovative Properties Company

  公开号：EP3084152A1

  公开（公告）日：2016-10-26