2-ethoxycarbonyl-2-(2-cyanoethyl)-4-methyl-4-pentanolide | 709040-84-6

• 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: 2-ethoxycarbonyl-2-(2-cyanoethyl)-4-methyl-4-pentanolide
• CAS: 709040-84-6
• 化学式: C₁₂H₁₇NO₄
• 分子量: 239.271
• InChiKey: YLZXGPIIZUCVOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  76.39
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-ethoxycarbonyl-2-(2-cyanoethyl)-4-methyl-4-pentanolide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 以78%的产率得到2-(2-cyanoethyl)-4-methyl-4-pentanolide
  参考文献：
  名称：

  Condensation of 4-Substituted 2-Ethoxycarbonyl-4-pentanolides with  , -Unsaturated Compounds

  摘要：

  Condensation of 4-substituted 2-ethoxycarbonyl-4-pentanolides with methyl acrylate and acrylonitrile under Michael reaction conditions in the presence of sodium methylate affords 4-substituted 2-ethoxycarbonyl-2-(2-methoxycarbonyl- or cyano)ethyl-4-pentanolides. The latter were subjected to alkaline hydrolysis, and 4-substituted 2-carboxy-2-(2-carboxyethyl)-4-pentanolides were isolated which on decarboxylation yielded 4-substituted 2-(2-carboxyethyl)-4-pentanolides. The partial hydrolysis of 2-ethoxy-carbonyl-2-(2-cyanoethyl)-4-pentanolides gave rise to previously unknown cyanolactones.

  DOI：

  10.1023/b:rujo.0000010182.81247.09
• 作为产物：
  描述：

  乙基5,5-二甲基-2-羰基四氢呋喃-3-羧酸酯 、 丙烯腈 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以87%的产率得到2-ethoxycarbonyl-2-(2-cyanoethyl)-4-methyl-4-pentanolide
  参考文献：
  名称：

  Condensation of 4-Substituted 2-Ethoxycarbonyl-4-pentanolides with  , -Unsaturated Compounds

  摘要：

  Condensation of 4-substituted 2-ethoxycarbonyl-4-pentanolides with methyl acrylate and acrylonitrile under Michael reaction conditions in the presence of sodium methylate affords 4-substituted 2-ethoxycarbonyl-2-(2-methoxycarbonyl- or cyano)ethyl-4-pentanolides. The latter were subjected to alkaline hydrolysis, and 4-substituted 2-carboxy-2-(2-carboxyethyl)-4-pentanolides were isolated which on decarboxylation yielded 4-substituted 2-(2-carboxyethyl)-4-pentanolides. The partial hydrolysis of 2-ethoxy-carbonyl-2-(2-cyanoethyl)-4-pentanolides gave rise to previously unknown cyanolactones.

  DOI：

  10.1023/b:rujo.0000010182.81247.09