ethyl-2-isophorone acetate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl-2-isophorone acetate
• 英文别名: ethyl 2,4,4-trimethyl-6-oxo-1-cyclohexene-1-acetate；Ethyl 2-(2,4,4-trimethyl-6-oxocyclohexen-1-yl)acetate
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: FURLVBKHLOOKMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异佛尔酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 aluminum oxide 、 potassium fluoride 、 sodium hydroxide 、 双氧水 作用下， 以 乙醇 为溶剂， 反应 1.17h， 生成 ethyl-2-isophorone acetate
  参考文献：
  名称：

  Epoxyisophorone ring-opening: an efficient route for the introduction of functional groups at position 2 of isophorone

  摘要：

  Functional groups were selectively introduced at the C-2 position of isophorone via the epoxide ring-opening with several nucleophiles. Various behaviours were observed depending on the reaction conditions and the nature of nucleophilic reagents. Electronic and steric effects of the reactants were discussed. The best experimental systems involved LiClO4 salt effect in acetonitrile, phase transfer catalysis or KF-alumina under solvent-free conditions under microwaves. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00131-4

文献信息

• The reaction of epoxyisophorone with ethyl acetoacetate under basic conditions
  作者：Roger L. Snowden、Simon Linder、Nicolas Fuchs、Gérald Bernardinelli

  DOI：10.1016/j.tet.2010.08.007

  日期：2010.10

  Treatment of epoxyisophorone (1) with ethyl acetoacetate under basic conditions resulted in the stereoselective formation of dihydroxybenzofuran 2 in moderate yield. This result is in contradiction to previous work where similar conditions were reported to afford a bicyclo [4.3.0]nonadienone via a putative Robinson annulation reaction.

  在碱性条件下用乙酰乙酸乙酯处理环氧异佛尔酮（1），导致中等选择性地立体选择性地形成了二羟基苯并呋喃2。该结果与先前的报道相矛盾，先前的报道报道相似的条件通过推定的罗宾逊环化反应得到双环[4.3.0]壬二烯酮。
• Epoxyisophorone ring-opening: an efficient route for the introduction of functional groups at position 2 of isophorone
  作者：Bouchra Rissafi、Noureddine Rachiqi、Ahmed El Louzi、André Loupy、Alain Petit、Souâd Fkih-Tétouani

  DOI：10.1016/s0040-4020(01)00131-4

  日期：2001.4

  Functional groups were selectively introduced at the C-2 position of isophorone via the epoxide ring-opening with several nucleophiles. Various behaviours were observed depending on the reaction conditions and the nature of nucleophilic reagents. Electronic and steric effects of the reactants were discussed. The best experimental systems involved LiClO4 salt effect in acetonitrile, phase transfer catalysis or KF-alumina under solvent-free conditions under microwaves. (C) 2001 Elsevier Science Ltd. All rights reserved.