2,2-Dimethyl-5-[(3-methyl-2-furyl)methylidene]-1,3-dioxane-4,6-dione | 337514-14-4

• 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-methyl-2-furyl)methylidene]-1,3-dioxane-4,6-dione
• 英文别名: 2,2-Dimethyl-5-[(3-methylfuran-2-yl)methylidene]-1,3-dioxane-4,6-dione
• CAS: 337514-14-4
• 化学式: C₁₂H₁₂O₅
• 分子量: 236.224
• InChiKey: WUXRCNVVFZHSCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  哌啶 、 2,2-Dimethyl-5-[(3-methyl-2-furyl)methylidene]-1,3-dioxane-4,6-dione 以 甲醇 为溶剂， 以71%的产率得到6-Hydroxy-2,2-dimethyl-5-[3-methyl-2-oxo-5-(piperidin-1-yl)cyclopent-3-en-1-yl]-4H-1,3-dioxine-4-one
  参考文献：
  名称：

  Dichotomy in the Ring Opening Reaction of 5-[(2-Furyl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione with Cyclic Secondary Amines

  摘要：

  5-[(2-呋喃基)甲基亚甲基]-2,2-二甲基-1,3-二氧杂环戊烷-4,6-二酮（1a）与吡咯或六氢吡嗪等量反应生成5-(吡咯基)-（2a）或5-[(六氢-吡嗪-1-基)-2-羟基戊-2,4-二烯-1-亚甲基]-2,2-二甲基-1,3-二氧杂环戊烷-4,6-二酮（2d）。它们与直溴酸处理后环化形成稳定的5-环戊烯基-4H-1,3-二氧杂环戊烷直溴酸酯（3a，3d）。在相同条件下，1a与吗啡或哌啶反应生成2b，3b和2c，3c的混合物。相应的3-取代呋喃类化合物1b-1e仅产生取代的5-环戊烯基-4H-1,3-二氧杂环戊烷（3e-3i）。在反应中使用过量胺与1a反应意外产生5-(3,5-二芳基-环戊-2-烯-1-亚甲基)-2,2-二甲基-1,3-二氧杂环戊烷-4,6-二酮（9a-9c）和5-[5-六氢吡嗪-1-基-2-(六氢吡嗪-1-基)环戊-1-烯-1-亚甲基]-2,2-二甲基-4-酮-4H-1,3-二氧杂环戊烷-6-醇酯（10）。

  DOI：

  10.1135/cccc20001911
• 作为产物：
  描述：

  3-甲基-2-糠醛 、 丙二酸环(亚)异丙酯 在 ethylenediamine Tetraacetic Acid 作用下， 以 乙醇 为溶剂， 反应 3.08h， 以71%的产率得到2,2-Dimethyl-5-[(3-methyl-2-furyl)methylidene]-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Dichotomy in the Ring Opening Reaction of 5-[(2-Furyl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione with Cyclic Secondary Amines

  摘要：

  5-[(2-呋喃基)甲基亚甲基]-2,2-二甲基-1,3-二氧杂环戊烷-4,6-二酮（1a）与吡咯或六氢吡嗪等量反应生成5-(吡咯基)-（2a）或5-[(六氢-吡嗪-1-基)-2-羟基戊-2,4-二烯-1-亚甲基]-2,2-二甲基-1,3-二氧杂环戊烷-4,6-二酮（2d）。它们与直溴酸处理后环化形成稳定的5-环戊烯基-4H-1,3-二氧杂环戊烷直溴酸酯（3a，3d）。在相同条件下，1a与吗啡或哌啶反应生成2b，3b和2c，3c的混合物。相应的3-取代呋喃类化合物1b-1e仅产生取代的5-环戊烯基-4H-1,3-二氧杂环戊烷（3e-3i）。在反应中使用过量胺与1a反应意外产生5-(3,5-二芳基-环戊-2-烯-1-亚甲基)-2,2-二甲基-1,3-二氧杂环戊烷-4,6-二酮（9a-9c）和5-[5-六氢吡嗪-1-基-2-(六氢吡嗪-1-基)环戊-1-烯-1-亚甲基]-2,2-二甲基-4-酮-4H-1,3-二氧杂环戊烷-6-醇酯（10）。

  DOI：

  10.1135/cccc20001911

文献信息

• ORGANIC ELECTROLUMINESCENCE ELEMENT, LIGHTING DEVICE AND DISPLAY DEVICE
  申请人：Katakura Rie

  公开号：US20100045171A1

  公开（公告）日：2010-02-25

  Disclosed is an organic electroluminescent device having high external quantum efficiency and long emission life. Also disclosed are an illuminating device and a display, each comprising such an organic electroluminescent device. The organic electroluminescent device is characterized by comprising at least an anode and a cathode on a supporting substrate, while having at least one light-emitting layer between the anode and the cathode. The organic electroluminescent device is also characterized by containing a polymer which at least partially contains a compound A having a partial structure represented by the general formula (a) below and a reactive group, and is obtained by polymerizing the compound A through the reactive group. (In the formula, Ar1 and Ar2 respectively represent an aromatic ring.)
• ORGANIC ELECTROLUMINESCENCE ELEMENT, NEW COMPOUND FOR THE SAME, DISPLAY DEVICE AND LIGHTING DEVICE USING THE SAME
  申请人：KATAKURA Rie

  公开号：US20110006670A1

  公开（公告）日：2011-01-13

  Disclosed is an organic electroluminescence element comprising an anode, a cathode and a plurality of organic compound layers between the anode and the cathode, provided that one of the organic compound layers is a light emitting layer containing a phosphorescence emitting compound, wherein at least one of the organic compound layers contains a compound represented by Formula (1), wherein, X represents O or S; Y 1 to Y 3 each represents a hydrogen atom, a substituent or a group represented by Formula (A) disclosed in the specification, provided that at least two of Y 1 to Y 3 are groups represented by Formula (A), not all of Y 1 to Y 3 are the same group, and at least one of the groups represented by Formula (A) has Ar of a carbazolyl group, or an azacarbazolyl group containing 2 to 5 nitrogen atoms.
• US8852757B2
  申请人：——

  公开号：US8852757B2

  公开（公告）日：2014-10-07
• Dichotomy in the Ring Opening Reaction of 5-[(2-Furyl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione with Cyclic Secondary Amines
  作者：Peter Šafář、František Považanec、Naďa Prónayová、Peter Baran、Guido Kickelbick、Jozef Kožíšek、Martin Breza

  DOI：10.1135/cccc20001911

  日期：——

  5-[(2-Furyl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (1a) treated with equimolar amount of pyrrolidine or hexahydroazepine afforded 5-(pyrrolidine)- (2a) or 5-[(hexahydro- azepine-1-yl)-2-hydroxypenta-2,4-dien-1-ylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (2d). Their treatment with hydrobromic acid led to cyclization and formation of stable 5-cyclopentenyl-4H-1,3-dioxine hydrobromides (3a, 3d). Under the same conditions 1a treated with morpholine or piperidine yielded a mixture of 2b, 3b and 2c, 3c, respectively. The corresponding 3-substituted furans 1b-1e gave only substituted 5-cyclopentenyl-4H-1,3-dioxines (3e-3i). The use of an excess amine in reaction with 1a yielded unexpectedly 5-(3,5-dihetaryl-cyclopent-2-en-1-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-diones (9a-9c) and 5-[5-hexahydroazepin-1-ium-1-ylidene-2-(hexahydroazepin-1-yl)cyclopent-1-en-1-yl]-2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-olates (10).

  5-[(2-呋喃基)甲基亚甲基]-2,2-二甲基-1,3-二氧杂环戊烷-4,6-二酮（1a）与吡咯或六氢吡嗪等量反应生成5-(吡咯基)-（2a）或5-[(六氢-吡嗪-1-基)-2-羟基戊-2,4-二烯-1-亚甲基]-2,2-二甲基-1,3-二氧杂环戊烷-4,6-二酮（2d）。它们与直溴酸处理后环化形成稳定的5-环戊烯基-4H-1,3-二氧杂环戊烷直溴酸酯（3a，3d）。在相同条件下，1a与吗啡或哌啶反应生成2b，3b和2c，3c的混合物。相应的3-取代呋喃类化合物1b-1e仅产生取代的5-环戊烯基-4H-1,3-二氧杂环戊烷（3e-3i）。在反应中使用过量胺与1a反应意外产生5-(3,5-二芳基-环戊-2-烯-1-亚甲基)-2,2-二甲基-1,3-二氧杂环戊烷-4,6-二酮（9a-9c）和5-[5-六氢吡嗪-1-基-2-(六氢吡嗪-1-基)环戊-1-烯-1-亚甲基]-2,2-二甲基-4-酮-4H-1,3-二氧杂环戊烷-6-醇酯（10）。