2,2-dimethyl-5-(3-oxocyclohexyl)-1,3-dioxane-4,6-dione | 150585-89-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-dimethyl-5-(3-oxocyclohexyl)-1,3-dioxane-4,6-dione
• CAS: 150585-89-0
• 化学式: C₁₂H₁₆O₅
• 分子量: 240.256
• InChiKey: PUECWXNLTKSXNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-5-(3-oxocyclohexyl)-1,3-dioxane-4,6-dione 在 PPA 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以68%的产率得到bicyclo[2.2.2]octane-2,6-dione
  参考文献：
  名称：

  双环[2.2.2]辛烷-2,6-二酮合成方法的改进

  摘要：

  摘要 Meldrum 酸与 2-环己烯酮的共轭加成，然后在 PPA/乙酸中直接环化，构成了比以前的方法更短、更可重现和更高产率的双环 [2.2.2] 辛烷-2,6-二酮路线。粗二酮可用作面包酵母还原为 (1R, 4S, 6S)-双环 [2.2.2] 辛烷-6-ol-2-one 的底物。

  DOI：

  10.1080/00397919308011243
• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 2-环己烯-1-酮 在 苄基三乙基氯化铵 、 lithium carbonate 作用下， 生成 2,2-dimethyl-5-(3-oxocyclohexyl)-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  双环[2.2.2]辛烷-2,6-二酮合成方法的改进

  摘要：

  摘要 Meldrum 酸与 2-环己烯酮的共轭加成，然后在 PPA/乙酸中直接环化，构成了比以前的方法更短、更可重现和更高产率的双环 [2.2.2] 辛烷-2,6-二酮路线。粗二酮可用作面包酵母还原为 (1R, 4S, 6S)-双环 [2.2.2] 辛烷-6-ol-2-one 的底物。

  DOI：

  10.1080/00397919308011243

文献信息

• An Improved Procedure for the Synthesis of Bicyclo[2.2.2]octane-2,6-dione
  作者：Fredrik Almqvist、Lars Eklund、Torbjöm Frejd

  DOI：10.1080/00397919308011243

  日期：1993.6

  Abstract Conjugate addition of Meldrum's acid to 2-cyclohexenone followed by direct cyclization in PPA/acetic acid constitutes a shorter, more reproducible and higher yielding route to bicyclo[2.2.2]octane-2,6-dione than previous methods. The crude dione could be used as substrate for the baker's yeast reduction to (1R, 4S, 6S)-bicyclo[2.2.2]octane-6-ol-2-one.

  摘要 Meldrum 酸与 2-环己烯酮的共轭加成，然后在 PPA/乙酸中直接环化，构成了比以前的方法更短、更可重现和更高产率的双环 [2.2.2] 辛烷-2,6-二酮路线。粗二酮可用作面包酵母还原为 (1R, 4S, 6S)-双环 [2.2.2] 辛烷-6-ol-2-one 的底物。
• LOW-MOLECULAR COMPOUND, POLYMER, ELECTRONIC-DEVICE MATERIAL, COMPOSITION FOR ELECTRONIC DEVICE, ORGANIC ELECTROLUMINESCENT ELEMENT, ORGANIC SOLAR CELL ELEMENT, DISPLAY AND LIGHTING
  申请人：Urano Toshiyuki

  公开号：US20120193617A1

  公开（公告）日：2012-08-02

  A subject for the invention is to provide compounds where a film formation can be made by a wet film formation method, a heating temperature at the film formation is low, the film formed therefrom has high stability, and the other layers can be laminated thereon by a wet film formation method or another method. The compounds are usable as a material for electronic device which decreases little in charge transport efficiency or luminescent efficiency and which have excellent driving stability. The invention resides in a compound and a polymer which are characterized by having a elimination group of a specific structure and in an organic compound characterized by having a elimination group having a low elimination temperature.
• The Synthesis of Bicyclo[2.2.2]octan-2,6-dione Revisited
  作者：Torbjörn Frejd、Magnus Widegren、Melanie Dietz、Annika Friberg、Bärbel Hahn-Hägerdal、Marie Gorwa-Grauslund、Mikael Katz

  DOI：10.1055/s-2006-942532

  日期：2006.10

  The cyclisation conditions for the formation of bicyclo[2.2.2]octan-2,6-di one (1) from 3-substituted cyclohexanones 2 and 3 have been re-investigated. Use of a medium consisting of isobutyric anhydride and trifluoroacetic acid resulted in a simplified and reproducible method for large-scale synthesis of this compound.

  重新研究了由 3-取代的环己酮 2 和 3 形成双环[2.2.2]辛烷-2,6-二一 (1) 的环化条件。使用由异丁酸酐和三氟乙酸组成的介质为该化合物的大规模合成提供了一种简化且可重复的方法。
• Coons, Susanna; Javanmard, Sahar; Collard, David M., Medicinal Chemistry Research, 2002, vol. 11, # 1, p. 24 - 38
  作者：Coons, Susanna、Javanmard, Sahar、Collard, David M.、Kuhar, Michael J.、Schweri, Margaret M.、Deutsch, Howard M.

  DOI：——

  日期：——