2-(1-pirrolidinil)butanodioato de dimetilo | 62626-92-0

• 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: 2-(1-pirrolidinil)butanodioato de dimetilo
• 英文别名: Dimethyl α-pyrrolidinosuccinate；dimethyl 2-(pyrrolidin-1-yl)succinate；pyrrolidin-1-yl-succinic acid dimethyl ester；Dimethyl 2-pyrrolidin-1-ylbutanedioate
• CAS: 62626-92-0
• 化学式: C₁₀H₁₇NO₄
• mdl: MFCD06738262
• 分子量: 215.249
• InChiKey: RJQDWVPQOJAKCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  290.4±30.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  四氢吡咯 、 马来酸二甲酯 以 甲苯 为溶剂， 反应 0.5h， 以77%的产率得到2-(1-pirrolidinil)butanodioato de dimetilo
  参考文献：
  名称：

  Tandem Michael addition of amines to maleic anhydride and 1,3-prototropic shift: experimental and theoretical results

  摘要：

  Amines, namely diethylamine, diphenylamine, benzylamine, and pyrrolidine react with maleic anhydride to form Michael adducts. The Michael adducts formed with the first three amines undergo tandem 1,3-prototropic shift to give the final products. Computational calculations at the DFT (B3LYP/6-31+G*) level reveal that a reactant-complex formed between the initially formed Michael adduct and the respective amine plays a crucial role in the 1,3-prototropic shift. In the reaction of pyrrolidine with maleic anhydride, Michael addition is not followed by 1,3-prototropic shift. The theoretical studies of the latter reaction show that a reactant-complex is not formed in this case. Dimethyl maleate and dimethyl fumarate react with pyrrolidine to give the same Michael addition product. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.06.003

文献信息

• NITROGEN CONTAINING HYDROFLUOROETHERS AND METHODS OF MAKING SAME
  申请人：3M INNOVATIVE PROPERTIES COMPANY

  公开号：US20160145195A1

  公开（公告）日：2016-05-26

  Provided are amine-containing hydrofluoroether compounds represented by the following general formula (I), wherein (I) Y is a single bond or CF2 and wherein (i) Rf.1 and Rf2 are independently linear or branched perfluoroalkyl groups having with 1-8 carbon atoms and optionally comprise at least one catenated heteroatom, or (ii) Rf1 and Rf2 are bonded together to form a ring structure having 4-6 carbon atoms and optionally comprise one or more catenated heteroatoms; with the proviso that if Rf1 and Rf2 are bonded together to form a ring structure comprising a nitrogen heteroatom, said nitrogen heteroatom is tertiary and is bonded to a perfluoroalkyl group having 1-3 carbon atoms.

  提供的是含有胺基的氢氟醚化合物，其通式如下（I），其中（I）Y是单键或CF2，其中（i）Rf.1和Rf2是独立的线性或支链全氟烷基，具有1-8个碳原子，且可选地包含至少一个串联杂原子，或（ii）Rf1和Rf2结合在一起形成一个环状结构，具有4-6个碳原子，且可选地包含一个或多个串联杂原子；但是，如果Rf1和Rf2结合在一起形成一个含有氮杂原子的环状结构，则该氮杂原子是三级的，并与具有1-3个碳原子的全氟烷基结合。
• Ancos, B. de; Farina, F.; Maestro, M. C., Anales de Quimica, 1995, vol. 91, # 1.2, p. 132 - 141
  作者：Ancos, B. de、Farina, F.、Maestro, M. C.、Martin, M. R.

  DOI：——

  日期：——
• Nonconvergent cycloaddition pathways for thermal vs. photochemical reaction of N-isobutenylpyrrolidine with dimethyl fumarate
  作者：Frederick D. Lewis、Tong-Ing Ho、Robert J. DeVoe

  DOI：10.1021/jo01314a011

  日期：1980.12
• US9540316B2
  申请人：——

  公开号：US9540316B2

  公开（公告）日：2017-01-10
• [EN] NITROGEN CONTAINING HYDROFLUOROETHERS AND METHODS OF MAKING SAME<br/>[FR] HYDROFLUOROÉTHERS CONTENANT DE L'AZOTE ET PROCÉDÉS POUR LEUR PRÉPARATION
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2015013155A1

  公开（公告）日：2015-01-29

  Provided are amine-containing hydrofluoroether compounds represented by the following general formula (I), wherein (I) Y is a single bond or CF2 and wherein (i) Rf.1 and Rf2 are independently linear or branched perfluoroalkyl groups having with 1-8 carbon atoms and optionally comprise at least one catenated heteroatom, or (ii) Rf1 and Rf2 are bonded together to form a ring structure having 4-6 carbon atoms and optionally comprise one or more catenated heteroatoms; with the proviso that if Rf1 and Rf2 are bonded together to form a ring structure comprising a nitrogen heteroatom, said nitrogen heteroatom is tertiary and is bonded to a perfluoroalkyl group having 1-3 carbon atoms.