2,2'-((4-methoxyphenyl)methylene) dicyclohexane-1,3-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2'-((4-methoxyphenyl)methylene) dicyclohexane-1,3-dione
• 英文别名: 2-[(2,6-dioxocyclohexyl)(4-methoxyphenyl)methyl]cyclohexane-1,3-dione；2,2'-(4''-methoxyphenyl)methylene-bis(cyclohexane-1,3-dione)；2,2'-(4-methoxy-benzylidene)-bis-cyclohexane-1,3-dione；2,2'-(4-Methoxy-benzyliden)-bis-cyclohexan-1,3-dion；2-[(2,6-Dioxocyclohexyl)-(4-methoxyphenyl)methyl]cyclohexane-1,3-dione
• 化学式: C₂₀H₂₂O₅
• 分子量: 342.392
• InChiKey: CRVWDCJDXXQLLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2'-((4-methoxyphenyl)methylene) dicyclohexane-1,3-dione 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以64%的产率得到1H-占吨-1,8(2H)-二酮,3,4,5,6,7,9-六氢-9-(4-甲氧苯基)-
  参考文献：
  名称：

  Sachar, Anand; Gupta, Poonam; Gupta, Shallu, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 8, p. 1187 - 1194

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-环己二酮 、 4-甲氧基苯甲醛 以 水 为溶剂， 反应 4.0h， 以93%的产率得到2,2'-((4-methoxyphenyl)methylene) dicyclohexane-1,3-dione
  参考文献：
  名称：

  Synthesis of tetraketones in water and under catalyst-free conditions

  摘要：

  报告采用了一种简单、环保的串联克诺文纳格尔缩合和迈克尔加成程序。环-13-二酮类化合物与多种醛类化合物在水中发生反应，生成四酮类化合物（64-99%）。在这一绿色合成方案中，溶剂水本身通过氢键催化反应，从而避免了使用任何其他催化剂，使合成过程更加简便。

  DOI：

  10.1039/b913816a

文献信息

• CsF mediated rapid condensation of 1,3-cyclohexadione with aromatic aldehydes: Comparative study of conventional heating vs. ambient temperature
  作者：Kamalakar P. Nandre、Vijay S. Patil、Sidhanath V. Bhosale

  DOI：10.1016/j.cclet.2011.01.002

  日期：2011.7

  A mild, efficient and high yielding protocol for the synthesis of 2,2′-arylmethelene dicyclohexane-1,3-dione derivatives at room temperature and 9-aryl-1,8-dihydrooctahydroxanthene at conventional heating using cesium fluoride as a catalyst is reported. The major advantages of this reaction are excellent yield, very short reaction time and use of inexpensive catalyst.

  据报道，使用氟化铯作为催化剂，在常规加热条件下，室温下合成2,2'-芳基亚甲基二环己烷-1,3-二酮衍生物和9-芳基-1,8-二氢八氢oct吨蒽的合成反应温和，高效，高收率。 。该反应的主要优点是优异的产率，非常短的反应时间和使用廉价的催化剂。
• Synthesis of tetraketones in water and under catalyst-free conditions
  作者：Jian-Jun Yu、Li-Min Wang、Jin-Qian Liu、Feng-Lou Guo、Ying Liu、Ning Jiao

  DOI：10.1039/b913816a

  日期：——

  A simple, environmentally friendly, tandem Knoevenagel condensation and Michael addition procedure is reported. The reactions between cyclic-13-diketones and a variety of aldehydes were carried out in water to afford tetraketones (64–99%). In this green synthetic protocol, the solvent water itself catalysed the reaction by hydrogen bonding, thus avoiding the use of any other catalysts to make the work up procedure easier.

  报告采用了一种简单、环保的串联克诺文纳格尔缩合和迈克尔加成程序。环-13-二酮类化合物与多种醛类化合物在水中发生反应，生成四酮类化合物（64-99%）。在这一绿色合成方案中，溶剂水本身通过氢键催化反应，从而避免了使用任何其他催化剂，使合成过程更加简便。
• Synthesis and laser activity of halo-acridinedione derivatives
  作者：Muharrem Kaya、Yılmaz Yıldırır、Lemi Türker

  DOI：10.1002/jhet.45

  日期：2009.3

  Synthesis of 10-(halophenyl)-9-(4-methoxyphenyl)-3,4,6,7,9,10-hexahydroacridine-1,8-(2H,5H)-dione derivates have been prepared and their absorption, emission, and laser properties have been evaluated. The structures of all the synthesized compounds were characterized by spectroscopic methods IR, 1H NMR, 13C-APT, MS, and elemental analysis. J. Heterocyclic Chem., (2009).

  已制备10-（卤代苯基）-9-（4-甲氧基苯基）-3,4,6,7,9,10-六氢ac啶-1,8-（2H，5H）-二酮衍生物的合成及其吸收，释放，并且已经评估了激光性能。通过IR，1 H NMR，13 C-APT，MS和元素分析等光谱方法对所有合成化合物的结构进行了表征。J.杂环化​​学，（2009）。
• Tetraketones: A new class of tyrosinase inhibitors
  作者：Khalid Mohammed Khan、Ghulam Murtaza Maharvi、Mahmud Tareq Hassan Khan、Ahson Jabbar Shaikh、Shahnaz Perveen、Saeedan Begum、Mohammad Iqbal Choudhary

  DOI：10.1016/j.bmc.2005.08.029

  日期：2006.1

  Twenty-eight tetraketones (1-28) with variable substituents at C-7 were synthesized and evaluated as tyrosinase inhibitors. Remarkably compounds 25 (IC50 = 2.06 mu M), 11 (IC50 = 2.09 mu M), 15 (IC50 = 2.61 mu M), and 27 (IC50 = 3.19 mu M) were found to be the most active compounds of the series, even better than both standards kojic acid (IC50 = 16.67 mu M) and L-mimosine (IC50 = 3.68 mu M). This study may lead to the discovery of therapeutically potent agents against clinically very important dermatological disorders including hyperpigmentation as well as skin melanoma. (c) 2005 Elsevier Ltd. All rights reserved.
• Kameshwara Rao; Kumar, Muthyala Manoj; Kumar, Anil, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2011, vol. 50, # 8, p. 1128 - 1135
  作者：Kameshwara Rao、Kumar, Muthyala Manoj、Kumar, Anil

  DOI：——

  日期：——