methyl 2-cyano-3-propyl-2-hexenoate | 28456-69-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-cyano-3-propyl-2-hexenoate
• 英文别名: 2-cyano-3-propyl-hex-2-enoic acid methyl ester；4-Dicarboxymethylen-heptan-methylester-nitril；2-Cyan-3-propyl-hex-2-ensaeure-methylester；Methyl 2-cyano-3-propylhex-2-enoate
• CAS: 28456-69-1
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: LSTSGSMZQQHBBB-UHFFFAOYSA-N

物化性质

• 沸点：
  290.9±23.0 °C(Predicted)
• 密度：
  0.975±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-cyano-3-propyl-2-hexenoate 在 sodium bromide 作用下， 以 甲醇 、 水 为溶剂， 以53%的产率得到dimethyl 1,2-dicyano-3,3-dipropylcyclopropane-1,2-dicarboxylate
  参考文献：
  名称：

  Electrochemical conversions of alkyl alkylidenecyanoacetates into 3-substituted dialkyl 1,2-dicyanocyclopropane-1,2-dicarboxylates

  摘要：

  Electrolysis of alkyl alkylidenecyanoacetates in an undivided cell in the presence of alkali metal halides as mediators afforded 3-substituted dialkyl 1,2-dicyanocyclopropane-1,2-dicarboxylates in 50-85% yields.

  DOI：

  10.1007/bf02496405
• 作为产物：
  描述：

  4-庚酮 、 氰乙酸甲酯 在 乙酰胺 、 溶剂黄146 作用下， 生成 methyl 2-cyano-3-propyl-2-hexenoate
  参考文献：
  名称：

  Condensation Reactions. I. The Condensation of Ketones with Cyanoacetic Esters and the Mechanism of the Knoevenagel Reaction

  摘要：

  DOI：

  10.1021/ja01290a068

文献信息

• METHOD FOR PREPARING 2-(CYCLOHEXENYLENE) MALONIC ACID DERIVATIVE AND USE THEREOF
  申请人：Oriental (Luzhou) Agrochemicals. Co., Ltd.

  公开号：EP3564208A1

  公开（公告）日：2019-11-06

  Disclosed are a method for preparing 2-(cyclohexenylidene) malonic acid derivatives and uses thereof. In this method, an olefin and a 2-substituted malonic acid derivative are used as starting materials to prepare the 2-(cyclohexenylidene) malonic acid derivative in the presence of a catalyst through cyclization reaction. This method has the following advantages: (1) the method can be very efficiently used for the synthesis of highly sterically-hindered 2-(2,6-disubstituted cyclohexenylidene) malonic acid derivatives; (2) the reaction yield is high, the reaction conditions are mild, and the wastes are less, favorable for industrial production. More importantly, the present invention extends the further use of 2-(cyclohexenylidene)malonic acid derivatives in organic synthesis, especially in the synthesis of 2-aryl malonic acid derivatives and their corresponding drugs such as Pinoxaden.

  本发明公开了一种制备 2-(环己烯亚基)丙二酸衍生物的方法及其用途。在该方法中，以烯烃和 2-取代丙二酸衍生物为起始原料，在催化剂存在下通过环化反应制备 2-（环己烯亚基）丙二酸衍生物。该方法具有以下优点：(1)该方法可以非常高效地用于合成高立体阻碍的 2-(2,6-二取代环己烯亚基)丙二酸衍生物；(2)反应收率高，反应条件温和，废弃物少，有利于工业化生产。更重要的是，本发明拓展了 2-(环己烯亚基)丙二酸衍生物在有机合成中的进一步用途，特别是在合成 2-芳基丙二酸衍生物及其相应药物（如 Pinoxaden）中的用途。
• Method for preparing 2-(cyclohexenylidene) malonic acid derivatives and uses thereof
  申请人：ORIENTAL(LUZHOU) AGROCHEMICALS. CO., LTD

  公开号：US10836777B2

  公开（公告）日：2020-11-17

  Disclosed are a method for preparing 2-(cyclohexenylidene) malonic acid derivatives and uses thereof. In this method, an olefin and a 2-substituted malonic acid derivative are used as starting materials to prepare the 2-(cyclohexenylidene) malonic acid derivative in the presence of a catalyst through cyclization reaction. This method has the following advantages: (1) the method can be very efficiently used for the synthesis of highly sterically-hindered 2-(2,6-disubstituted cyclohexenylidene) malonic acid derivatives; (2) the reaction yield is high, the reaction conditions are mild, and the wastes are less, favorable for industrial production. More importantly, the present invention extends the further use of 2-(cyclohexenylidene)malonic acid derivatives in organic synthesis, especially in the synthesis of 2-aryl malonic acid derivatives and their corresponding drugs such as Pinoxaden.

  本发明公开了一种制备 2-(环己烯亚基)丙二酸衍生物的方法及其用途。在该方法中，以烯烃和 2-取代丙二酸衍生物为起始原料，在催化剂存在下通过环化反应制备 2-（环己烯亚基）丙二酸衍生物。该方法具有以下优点：(1)该方法可以非常高效地用于合成高立体阻碍的 2-(2,6-二取代环己烯亚基)丙二酸衍生物；(2)反应收率高，反应条件温和，废弃物少，有利于工业化生产。更重要的是，本发明拓展了 2-(环己烯亚基)丙二酸衍生物在有机合成中的进一步用途，特别是在合成 2-芳基丙二酸衍生物及其相应药物（如 Pinoxaden）中的用途。
• Cope; Hancock, Journal of the American Chemical Society, 1938, vol. 60, p. 2904,2905
  作者：Cope、Hancock

  DOI：——

  日期：——
• US2119526
  申请人：——

  公开号：——

  公开（公告）日：——
• 一种制备唑啉草酯的方法及其中间体
  申请人：浙江省诸暨合力化学对外贸易有限公司

  公开号：CN108264517B

  公开（公告）日：2019-12-03