2-Oxo-1-pent-1-ynyl-cyclohexanecarboxylic acid ethyl ester | 852142-52-0

• 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-Oxo-1-pent-1-ynyl-cyclohexanecarboxylic acid ethyl ester
• 英文别名: Ethyl 2-oxo-1-pent-1-ynylcyclohexane-1-carboxylate
• CAS: 852142-52-0
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: ZZLLCBXAHDEHRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Oxo-1-pent-1-ynyl-cyclohexanecarboxylic acid ethyl ester 在 氢氧化钾 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以71%的产率得到2-Pent-1-enylidene-heptanedioic acid 1-ethyl ester
  参考文献：
  名称：

  Facile generation method for conjugated allenyl esters based on retro-Dieckmann-type ring-opening reactions

  摘要：

  alpha-Alkynyl-alpha-ethoxycarbonyl cyclopentanones 1a-c and cyclohexanones 2a-c were readily synthesized by the reaction of ethyl 2-oxocyclopentanonecarboxylate 6 and ethyl 2-oxocyclohexanonecarboxylate 7 with alkynyllead triacetates 5a-c obtained from lithium acetylides 4a-c and lead tetraacetate. Treatment of 1a-c and 2a-c with 1 N KOH in THF or with n-Bu4N+OEt+ in EtOH and THF gave the corresponding conjugated allenyl esters 8a-c, 9a-c, 10a-c, and 11a-c in good to excellent yields, respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.138
• 作为产物：
  描述：

  1-戊炔 、 2-环己酮甲酸乙酯 在 正丁基锂 、 lead(IV) acetate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 2-Oxo-1-pent-1-ynyl-cyclohexanecarboxylic acid ethyl ester
  参考文献：
  名称：

  Facile generation method for conjugated allenyl esters based on retro-Dieckmann-type ring-opening reactions

  摘要：

  alpha-Alkynyl-alpha-ethoxycarbonyl cyclopentanones 1a-c and cyclohexanones 2a-c were readily synthesized by the reaction of ethyl 2-oxocyclopentanonecarboxylate 6 and ethyl 2-oxocyclohexanonecarboxylate 7 with alkynyllead triacetates 5a-c obtained from lithium acetylides 4a-c and lead tetraacetate. Treatment of 1a-c and 2a-c with 1 N KOH in THF or with n-Bu4N+OEt+ in EtOH and THF gave the corresponding conjugated allenyl esters 8a-c, 9a-c, 10a-c, and 11a-c in good to excellent yields, respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.138