diethyl β-carbomethoxypropylmalonate | 74607-11-7

• 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: diethyl β-carbomethoxypropylmalonate
• 英文别名: butane-1,1,3-tricarboxylic acid-1,1-diethyl ester-3-methyl ester；Butan-1,1,3-tricarbonsaeure-1,1-diaethylester-3-methylester；1,1-Diethoxycarbonyl-3-methoxycarbonyl-3-methyl-propan；2-Ethoxycarbonyl-4-Methyl-Pentanedioic Acid 1-Ethyl Ester 5-Methyl Ester；1-O,1-O-diethyl 3-O-methyl butane-1,1,3-tricarboxylate
• CAS: 74607-11-7
• 化学式: C₁₂H₂₀O₆
• 分子量: 260.287
• InChiKey: POERXGUGCHUEOK-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：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl β-carbomethoxypropylmalonate 在 盐酸 、 氢氧化钾 、 硫酸 、 叔丁醇 作用下， 生成 hexane-1,3,5-tricarboxylic acid triethyl ester
  参考文献：
  名称：

  Zahn; Schaefer, Chemische Berichte, 1959, vol. 92, p. 736,740

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基丙烯酸甲酯 在 乙醇 、 氢溴酸 作用下， 生成 diethyl β-carbomethoxypropylmalonate
  参考文献：
  名称：

  The Nitrogen Compounds in Petroleum Distillates. XXVI. Confirmation of Presence of Bz-tetrahydroquinolines in California Petroleum

  摘要：

  DOI：

  10.1021/ja01193a004

文献信息

• Cesium Carbonate Supported on Alumina for the Michael Addition of Diethyl Malonate to Methyl Acrylates
  作者：Tetsunari Hida、Kenichi Komura、Yoshihiro Sugi

  DOI：10.1246/bcsj.20110115

  日期：2011.9.15

  The cesium salts supported on γ-Al2O3 were highly active catalysts for the Michael addition of diethyl malonate (1) to methyl acrylate (2) in toluene as solvent. The use of a limited amount of 2 gave diethyl [2-(methoxycarbonyl)ethyl]malonate (3), however the formation of diethyl bis[2-(methoxycarbonyl)ethyl]malonate (4) was enhanced by the increase in amounts of 2. Catalytic activities were easily recovered by the calcination of used catalysts. IR and XRD observations indicate that the active catalytic species are Cs2CO3 on Al2O3. The use of malononitrile enhanced the formation of the diadduct as principal products by addition to methyl acrylate. Other methyl acrylates, such as methyl methacrylate and methyl crotonate, gave low yield of the products.

  负载在 γ-Al2O3 上的铯盐是在甲苯溶剂中丙二酸二乙酯 (1) 与丙烯酸甲酯 (2) 发生迈克尔加成反应的高活性催化剂。使用有限量的 2 得到[2-(甲氧基羰基)乙基]丙二酸二乙酯 (3)，然而，双[2-(甲氧基羰基)乙基]丙二酸二乙酯 (4) 的形成随着 2 用量的增加而增强。通过煅烧用过的催化剂很容易恢复催化活性。 IR 和 XRD 观察表明活性催化物质是 Al2O3 上的 Cs2CO3。通过与丙烯酸甲酯加成，丙二腈的使用增强了作为主要产物的二加合物的形成。其他丙烯酸甲酯，例如甲基丙烯酸甲酯和巴豆酸甲酯，产物收率较低。
• Fredga, Arkiv foer Kemi, 1947, vol. 24 A, # 32, p. 6
  作者：Fredga

  DOI：——

  日期：——
• Addition of malonic ester to acrylic compounds initiated by coordination initiators based on iron pentacarbonyl
  作者：F. K. Velichko、L. V. Vinogradova

  DOI：10.1007/bf00949954

  日期：1982.5
• First Iodine-Catalyzed Deallylation of Reactive Allyl Methylene Esters
  作者：Beena R. Nawghare、Pradeep D. Lokhande

  DOI：10.1080/00397911.2012.682245

  日期：2013.7.18

  C-Allyl cleavage has been developed using the inexpensive and mild reagent iodine in dimethylsulfoxide. A variety of compounds with active methylene groups were C-deallylated using this reagent. This method is efficient and operationally simple in comparison to the methods using transition-metal complexes. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
• Schemjakin et al., Zhurnal Obshchei Khimii, 1958, vol. 28, p. 2068,2072; engl. Ausg. S. 2107, 2110
  作者：Schemjakin et al.

  DOI：——

  日期：——