4-(diethylaminomethyl)-1,3-dioxolan-2-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 4-(diethylaminomethyl)-1,3-dioxolan-2-one
• 化学式: C₈H₁₅NO₃
• 分子量: 173.212
• InChiKey: RZLDYPLTJMELGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-环氧-3-(二乙基氨基)丙烷 、 二氧化碳 130.0 ℃ 、5.67 MPa 条件下， 反应 24.0h， 以100%的产率得到4-(diethylaminomethyl)-1,3-dioxolan-2-one
  参考文献：
  名称：

  Hydroxy-containing ionic liquids as catalysts in the synthesis of organic carbonates from epoxides and CO2

  摘要：

  含羟基的离子液体，如三乙基（3-羟基丙基）铵盐、1-(3-羟基丙基)-3-甲基咪唑盐、3-(2-羟基乙基)-1-甲基咪唑盐和1-(3-羟基丙基)吡啶铵氯化物，被用作催化剂，促进二氧化碳与环氧化合物的加成反应，从而生成环状碳酸酯。研究了二氧化碳压力和反应温度对环氧化合物转化率的影响，以及无机底物的促进作用。

  DOI：

  10.1007/s11172-020-2941-1

文献信息

• The use of a diammonium salt in the synthesis of organic carbonates from epoxides and CO2: promoting effect of support
  作者：S. E. Lyubimov、A. A. Zvinchuk、V. A. Davankov、B. Chowdhury、A. V. Arzumanyan、A. M. Muzafarov

  DOI：10.1007/s11172-020-2869-5

  日期：2020.6

  Onium salt, N1, N1, N1, N5, N5, N5-hexaethylpentane-1,5-diammonium dibromide, was used as a catalyst for the addition of CO2 to epoxides. An influence of insoluble supports on the rate of the process as well as possibility of recycling of the catalytic system are described. In addition, the effects of temperature and CO2 pressure on the yields of products are discussed.

  鎓盐，N1，N1，N1，N5，N5，N5-六乙基戊烷-1,5-二溴化二铵，用作将 CO2 添加到环氧化物中的催化剂。描述了不溶性载体对过程速率的影响以及催化系统循环利用的可能性。此外，还讨论了温度和 CO2 压力对产品收率的影响。
• Activated Glycerol Carbonates, Versatile Reagents with Aliphatic Amines: Formation and Reactivity of Glycidyl Carbamates and Trialkylamines
  作者：Vanessa Legros、Guillaume Taing、Pierre Buisson、Marie Schuler、Stéphane Bostyn、Jolanta Rousseau、Christophe Sinturel、Arnaud Tatibouët

  DOI：10.1002/ejoc.201700646

  日期：2017.9.15

  The reactivity of mesylated and tosylated glycerol carbonate towards secondary and tertiary amines has been studied, and allowed regioselective access to carbamates which could then be transformed into glycidylcarbamates. By tuning the reaction conditions, we were able to direct the reaction towards the synthesis of novel 5-aminomethyldioxolan-2-ones derivatives. The opening of glycidylcarbamates with

  已经研究了甲磺酰化和甲苯磺酰化甘油碳酸酯对仲胺和叔胺的反应性，并允许区域选择性地获得氨基甲酸酯，然后可以将其转化为缩水甘油基氨基甲酸酯。通过调整反应条件，我们能够将反应导向新型 5-aminomethyldioxolan-2-ones 衍生物的合成。还探索了氨基甲酸缩水甘油酯与各种胺的开放，并展示了使用甘油作为两个不同胺部分之间的连接体的机会。
• Silica gel modified with tetraalkylammonium halides as an available and efficient catalyst for the synthesis of cyclic organic carbonates from epoxides and CO2
  作者：S. E. Lyubimov、M. V. Sokolovskaya、B. Chowdhury、A. V. Arzumanyan、R. S. Tukhvatshin、L. F. Ibragimova、A. A. Tyutyunov、V. A. Davankov、A. M. Muzafarov

  DOI：10.1007/s11172-019-2637-6

  日期：2019.10

  Silica gel with the additives of tetraalkylammonium halides serves as an efficient catalyst for the solvent-free insertion of carbon dioxide into epoxides (10–56 atm of CO2, 105–100 °C), leading to cyclic carbonates with quantitative conversion.

  含有四烷基卤化铵添加剂的硅胶可作为无溶剂将二氧化碳插入环氧化物（10-56 atm CO2，105-100 °C）的有效催化剂，从而产生具有定量转化的环状碳酸酯。
• Hydroxy-containing ionic liquids as catalysts in the synthesis of organic carbonates from epoxides and CO2
  作者：S. E. Lyubimov、A. A. Zvinchuk、B. Chowdhury、V. A. Davankov

  DOI：10.1007/s11172-020-2941-1

  日期：2020.8

  Hydroxy-containing ionic liquids such as triethyl(3-hydroxypropyl)ammonium, 1-(3-hydroxypropyl)-3-methylimidazolium, 3-(2-hydroxyethyl)-1-methylimidazolium, and 1-(3-hydroxypropyl)pyridinium chlorides were used as catalysts for the addition of carbon dioxide to epoxides, which gives cyclic carbonates. The effect of CO2 pressure and reaction temperature on the conversion of epoxides, as well as a promoting effect of inorganic substrates were studied.

  含羟基的离子液体，如三乙基（3-羟基丙基）铵盐、1-(3-羟基丙基)-3-甲基咪唑盐、3-(2-羟基乙基)-1-甲基咪唑盐和1-(3-羟基丙基)吡啶铵氯化物，被用作催化剂，促进二氧化碳与环氧化合物的加成反应，从而生成环状碳酸酯。研究了二氧化碳压力和反应温度对环氧化合物转化率的影响，以及无机底物的促进作用。
• Synthesis of organic cyclic carbonates assisted by macroporous polystyrene-based catalyst
  作者：S. E. Lyubimov、A. A. Zvinchuk、A. A. Tyutyunov、A. A. Pestrikova、B. Chowdhury、V. A. Davankov

  DOI：10.1007/s11172-020-3032-z

  日期：2020.12

  easy-to-prepare recyclable catalyst of quaternary ammonium nature and based on commercially available and inexpensive macroporous polymeric sorbent Purolite A103 resin has been devised for the carbon dioxide addition to epoxides. The catalyst can be easily separated due to its 0.6–0.85 mm bead size and recycled at least seven times. The catalyst makes it possible to carry out the reaction under solvent-free conditions

  一种易于制备的季铵性质的可回收催化剂，基于市售且廉价的大孔聚合物吸附剂 Purolite A103 树脂，已被设计用于将二氧化碳添加到环氧化物中。由于其 0.6-0.85 毫米的珠粒尺寸，催化剂可以很容易地分离，并且至少可以循环使用 7 次。催化剂可以在无溶剂条件下进行反应。它对各种环氧树脂基材的空间和电子效应不敏感。