3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-9-(3-hydroxyphenyl)-2H-xanthene-1,8(5H, 9H)-dione | 37797-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-9-(3-hydroxyphenyl)-2H-xanthene-1,8(5H, 9H)-dione
• 英文别名: 3,4,6,7-tetrahydro-9-(3-hydroxyphenyl)-3,3,6,6-tetramethyl-2H-xanthene-1,8(5H,9H)-dione；9-(3-hydroxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione；3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-9-(3-hydroxyphenyl)-2H-xanthene-1,8(5H,9H)dione；9-(3-hydroxyphenyl)-3,3,6,6-tetramethyl-1,8-dioxo-octahydroxanthene；9-(3-hydroxy-phenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-2H-xanthene-1,8-dione；9-(3-hydroxyphenyl)-3,3,6,6-tetramethyl-4,5,7,9-tetrahydro-2H-xanthene-1,8-dione
• CAS: 37797-13-0
• 化学式: C₂₃H₂₆O₄
• 分子量: 366.457
• InChiKey: DHRCGSGYUDEBRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-9-(3-hydroxyphenyl)-2H-xanthene-1,8(5H, 9H)-dione 在 氯磺酸 作用下， 以 甲醇 为溶剂， 以87%的产率得到8,8-Dioxo-4-(3,3,6,6-tetramethyl-1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)-7-oxa-8λ⁶-thia-bicyclo[4.2.0]octa-1(6),2,4-triene-3-sulfonyl chloride
  参考文献：
  名称：

  Cremlyn, Richard J.; Saunders, David, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 81, # 1-4, p. 73 - 82

  摘要：

  DOI：
• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 在 哌啶 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-9-(3-hydroxyphenyl)-2H-xanthene-1,8(5H, 9H)-dione
  参考文献：
  名称：

  Cremlyn, Richard J.; Saunders, David, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 81, # 1-4, p. 73 - 82

  摘要：

  DOI：

文献信息

• Introduction of a novel dicationic Brönsted acidic ionic liquid based on pyrazine and its application in the synthesis of xanthenediones and 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions
  作者：Seyyed Erfan Sadati Sorkhi、Mohammad M. Hashemi、Ali Ezabadi

  DOI：10.1007/s11164-020-04089-9

  日期：2020.4

  acidic ionic liquid based on pyrazine has been prepared and characterized by FTIR, 1H NMR, 13C NMR, MS, thermal gravimetric and differential thermal gravimetric analysis and also Hammett acidity function. The prepared dicationic ionic liquid is found to be an efficient and reusable catalyst for the synthesis of xanthenediones and 3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions. The merits

  制备了一种新型的吡嗪类布朗斯台德酸性离子液体，并通过FTIR，1 H NMR，13 C NMR，MS，热重分析和差示热重分析以及Hammett酸度函数进行了表征。发现所制备的阳离子型离子液体是在无溶剂条件下用于合成黄二酮和3,4-二氢嘧啶-2（1 H）-one的有效且可重复使用的催化剂。所开发方法的优点包括离子液体的新颖性，离子液体的易于制备，易于后处理，催化剂的可重复使用性，高收率，短的反应时间以及不存在有毒的有机溶剂。
• Acetic acid as an efficient catalyst for synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines
  作者：Nourallah Hazeri、Amin Masoumnia、Malek Taher Mghsoodlou、Sajjad Salahi、Mehrnoosh Kangani、Samira Kianpour、Shiva Kiaee、Jasem Abonajmi

  DOI：10.1007/s11164-013-1516-2

  日期：2015.7

  1,8-Dioxo-octahydroxanthenes have been synthesized in good yields by reaction of arylaldehydes and dimedone in the presence of a catalytic amount of acetic acid, without use of any additional co-catalyst, under solvent-free, thermal conditions. We also report preparation of 1,8-dioxo-decahydroacridines by reaction of arylaldehydes, dimedone, and amines or ammonium acetate under solvent-free, thermal

  在无溶剂的热条件下，在催化量的乙酸存在下，不使用任何其他助催化剂的情况下，通过芳基醛与二甲酮的反应，可以高收率合成1,8-二氧-八氧杂蒽。我们还报告了在相同的催化剂存在下，在无溶剂的热条件下，通过芳基醛，二甲酮和胺或乙酸铵的反应制备1,8-二氧-十氢hydro啶。
• Preparation and Characterization of a Novel Room Temperature Dicationic Ionic Liquid and its Application in the Synthesis of Xanthenediones Under Solvent-Free Conditions
  作者：Zainab Ehsani-Nasab、Ali Ezabadi

  DOI：10.2174/1386207321666181106114848

  日期：2018.12.17

  [(EtNH2)2SO][HSO4]2 as a powerful catalyst with high to excellent yields, and short reaction times. Additionally, recycling studies have demonstrated that the dicationic ionic liquid can be readily recovered and reused at least four times without significant loss of its catalytic activity. CONCLUSION This new dicationic ionic liquid can act as a highly efficient catalyst for xanthenediones synthesis under

  目的与目的在本研究中，合成了一种新型的室温双效离子液体1,1'-亚磺酰基二乙铵双（硫酸氢盐），并用作黄原二酮合成的催化剂。材料与方法用乙胺和亚硫酰氯为前体合成了离子型离子液体。然后，通过[（EtNH2）2SO] Cl2与H2SO4的反应，制备了[（EtNH2）2SO] [HSO4] 2，然后用FT-IR，1H NMR，13C NMR以及哈米特酸度进行了表征。功能。这种无离子的离子液体被用作在无溶剂条件下通过结构多样的醛和二甲酮的缩合来合成黄二酮的催化剂。通过薄层色谱法（乙酸乙酯/正己烷＝ 3/7）监测反应进程。结果在[（EtNH2）2SO] [HSO4] 2作为强力催化剂存在下，已开发出一种高效的无溶剂合成黄酮二酮的方法，具有高至优异的产率，且反应时间短。另外，循环利用研究表明，该两性离子液体可以很容易地回收并重复使用至少四次，而不会显着降低其催化活性。结论这种新型的双离子型离子液体可在无
• Cupric Nitrate Catalyzed Efficient and Facile Synthesis of 1,8-Dioxo-octahydroxanthene Derivatives
  作者：Aayesha Nasreen

  DOI：10.14233/ajchem.2013.15076

  日期：——

  An efficient and convenient approach to the synthesis of 1,8-dioxo-octahydroxanthene derivatives by using catalytic amount (10 mol %) of cupric nitrate [Cu(NO3)2·3H2O] in acetonitrile and the yields obtained are in good to excellent (75-96 %). The reaction is highly chemo selective and applicable to aldehydes only.

  一种高效便捷的方法，通过使用催化量（10毫摩尔%）的硝酸铜[Cu(NO3)2·3H2O]在乙腈中合成1,8-二氧代-八羟基香豆素衍生物，所获得的产率良好至优秀（75-96%）。该反应具有高度的化学选择性，仅适用于醛类。
• Synthesis of Xanthenediones by Silica Supported Orthophosphoric Acid (H3PO4·SiO2)
  作者：Rahul S. Patil、Suresh S. Shendage、Uday P. Lad、Uttam B. More

  DOI：10.14233/ajchem.2018.21498

  日期：——

  The novel protocol was developed for the synthesis of xanthenediones by silica supported orthophosphoric acid (H3PO4·SiO2) as a heterogeneous catalyst. The reported protocol is simple, scalable, mild and effective for the synthesis of xanthenediones. The (H3PO4·SiO2) catalyst demonstrated excellent catalytic activity for various substituted aromatic aldehydes. This catalyst can be reused four times without much loss in catalytic activity.

  该新方法是通过硅胶支持的磷酸（H3PO4·SiO2）作为异相催化剂合成黄酮二酮的。报道的方案简单、可扩展、温和且有效，适用于黄酮二酮的合成。该催化剂对多种取代芳香醛展现出优异的催化活性。该催化剂可以重复使用四次，催化活性几乎没有明显下降。