9-(4-chlorophenyl)-3,3,6,6-tetramethyl-2,3,4,5,6,7,8,9-octahydroxanthene-1,8-dione | 15782-02-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 9-(4-chlorophenyl)-3,3,6,6-tetramethyl-2,3,4,5,6,7,8,9-octahydroxanthene-1,8-dione
• 英文别名: 9‑(4‑chlorophenyl)‑3,3,6,6‑tetramethyl‑3,4,5,6,7,9‑hexahydro‑1H‑xanthene‑1,8(2H)‑dione；3,3,6,6‐tetramethyl‐9(4‐chloro‐phenyl)‐1,8‐dioxo‐octahydroxanthene；9-(4-chlorophenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexa-hydro-1H-xanthene-1,8-(2H)-dione；9-(4-chlorophenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-(1H)-xanthene-1,8(2H)-dione；3,3,6,6-tetramethyl-9-(4-chlorophenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8-(2H)-dione；3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-9-(4-chlorophenyl)-2H-xanthene-1,8(5H, 9H)-dione；9-(4-chlorophenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione；9-(4-chlorophenyl)-3,3,6,6-tetramethyl-4,5,7,9-tetrahydro-2H-xanthene-1,8-dione
• CAS: 15782-02-2
• 化学式: C₂₃H₂₅ClO₃
• mdl: MFCD00478077
• 分子量: 384.903
• InChiKey: RVKPKNXATRTURO-UHFFFAOYSA-N

物化性质

• 熔点：
  231-233 °C
• 沸点：
  523.6±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 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：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-(4-chlorophenyl)-3,3,6,6-tetramethyl-2,3,4,5,6,7,8,9-octahydroxanthene-1,8-dione 在 sodium azide 、 四氯化硅 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以84%的产率得到
  参考文献：
  名称：

  Silicon-mediated highly efficient synthesis of 1,8-dioxo-octahydroxanthenes and their transformation to novel functionalized pyrano-tetrazolo[1,5-a] azepine derivatives

  摘要：

  A facile and highly efficient protocol for the synthesis of 1,8-dioxo-octahydroxanthene derivatives was achieved through cascade Knoevenagel-Michael condensations and cyclo-dehydration reaction utilizing tetrachlorosilane (TCS) as catalyst under mild conditions. Reaction of the titled compounds with TCS-NaN3 to give novel functionalized pyrano[3,2-c]tetrazolo[1,5-a]azepine derivatives is also described. (C) 2013 Hanan A. Soliman, Tarek A. Salama. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.03.021
• 作为产物：
  描述：

  2-[(4-Chlorophenyl)(2-hydroxy-4,4-dimethyl-6-oxo-1-cyclohexen-1-yl)methyl]-5,5-dimethyl-1,3-cyclohexanedione 在 magnesium sulfate 作用下， 以 甲醇 为溶剂， 以70%的产率得到9-(4-chlorophenyl)-3,3,6,6-tetramethyl-2,3,4,5,6,7,8,9-octahydroxanthene-1,8-dione
  参考文献：
  名称：

  Diammonium Hydrogen Phosphate as a Neutral and Efficient Catalyst for Synthesis of 1,8‐Dioxo‐octahydroxanthene Derivatives in Aqueous Media

  摘要：

  A new and efficient method to synthesize a 3,3,6,6,9-aryl-l,8-dioxo-octa-hydroxanthene derivative using diammonium hydrogen phosphate as catalyst was performed in water at room temperature in a short periods.

  DOI：

  10.1080/00397910701196520

文献信息

• Ionic liquid triethylamine-bonded sulfonic acid {[Et3N–SO3H]Cl} as a novel, highly efficient and homogeneous catalyst for the synthesis of β-acetamido ketones, 1,8-dioxo-octahydroxanthenes and 14-aryl-14H-dibenzo[a,j]xanthenes
  作者：Abdolkarim Zare、Ahmad Reza Moosavi-Zare、Maria Merajoddin、Mohammad Ali Zolfigol、Tahereh Hekmat-Zadeh、Alireza Hasaninejad、Ardeshir Khazaei、Mohammad Mokhlesi、Vahid Khakyzadeh、Fatemeh Derakhshan-Panah、Mohammad Hassan Beyzavi、Esmael Rostami、Azam Arghoon、Razieh Roohandeh

  DOI：10.1016/j.molliq.2011.12.012

  日期：2012.3

  the synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes from β-naphthol (2 equiv.) and aldehydes (1 equiv.) in harsh conditions (120 °C) in the absence of solvent. High yields, relatively short reaction times, efficiency, generality, clean process, simple methodology, low cost, easy work-up, ease of preparation and regeneration of the catalyst and green conditions (in the synthesis of the xanthene derivatives)

  在这项工作中，新型布朗斯台德酸性离子液体三乙胺键合磺酸[Et 3 N–SO 3 H] Cl，N，N -N-二乙基-N-磺基硫代氯化铵}作为均相和绿色催化剂的效率，通用性和适用性研究了各种条件下的有机转化。在此，在[Et 3 N–SO 3H] Cl的研究：（i）由苯乙酮，醛，乙腈和乙酰氯在溶液中和在极温和的条件下（室温）合成β-乙酰氨基酮，（ii）制备1,8-二氧-八氢氧杂蒽在中等温度（80°C）下于无溶剂条件下由二甲酮（5,5-二甲基-1,3-环己二酮）（2当量）和醛（1当量）合成，以及（iii）14-芳基-14 H-二苯并[ a，jβ-萘酚（2当量）和醛（1当量）中的]黄嘌呤在苛刻条件下（120°C）且无溶剂存在。高收率，相对短的反应时间，效率，通用性，清洁的方法，简单的方法，低成本，后处理，催化剂的易于制备和再生以及绿色条件（在an吨衍生物的合成中）是该方法的优点。 [Et 3 N–SO
• 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。
• One-pot three-component synthesis of 1,8-dioxooctahydroxanthenes and 14-Aryl-14Hdibenzo[a,j]xanthenes using a new nanostructure zeolite
  作者：SEYEDEH FATEMEH HOJATI、MARYAM MOOSAVIFAR、NASRIN MOEINIEGHBALI

  DOI：10.1007/s12039-020-1736-0

  日期：2020.12

  significant advantages of the present method are high yields of products, short reaction time, easy separation of the catalyst from the reaction mixture, easy product isolation, solvent-free condition and reusability of the catalyst. Graphic abstract A new modified zeolite containing Fe nanoparticles loaded in zeolite X has been synthesized, characterized and applied in the synthesis of two series

  摘要 通过FT-IR，XRD，EDX和SEM技术合成了一种新型改性的含Fe纳米颗粒的Fe纳米沸石，并对其进行了表征，并研究了其在两个系列x吨衍生物的合成中的催化活性。我们已经描述了一种有效且新颖的方法，使用Fe-X作为一种新的可重复使用的催化剂，用于从一锅三组分缩合反应中合成1,8-二氧杂八氢氧杂蒽和14-芳基-14H-二苯并[ a，j ]氧杂蒽衍生物醛和二甲酮或β的含量-萘酚在无溶剂条件下。本方法的显着优点是产物的产率高，反应时间短，催化剂与反应混合物的分离容易，产物分离容易，无溶剂条件和催化剂的可重复使用性。 图形摘要 合成了一种新型的载有沸石X的含Fe纳米粒子的改性沸石，并对其进行了表征，并将其用于合成两个系列的x吨衍生物。
• Molybdate sulfonic acid: preparation, characterization, and application as an effective and reusable catalyst for octahydroxanthene-1,8-dione synthesis
  作者：Bahador Karami、Zahra Zare、Khalil Eskandari

  DOI：10.2478/s11696-012-0263-y

  日期：2013.1.1

  Molybdate sulfonic acid (MSA) as a highly efficient catalyst was synthesized and employed for the synthesis of octahydroxanthene-1,8-dione derivatives. MSA efficiently catalyzed condensation of a wide range of aryl aldehydes and cyclohexane-1,3-diones to obtain octahydroxanthene-1,8-diones. It was characterized by X-ray fluorescence (XRF), X-ray diffraction (XRD), and FT-IR spectroscopy. This catalyst

  合成了作为高效催化剂的钼酸磺酸（MSA），并用于合成八氢氧杂蒽-1,8-二酮衍生物。MSA有效地催化了各种芳基醛与环己烷-1,3-二酮的缩合反应，从而得到八氢氧杂蒽-1,8-二酮。它的特征在于X射线荧光（XRF），X射线衍射（XRD）和FT-IR光谱。该催化剂可以回收并在其他反应中重复使用几次，以保持其高活性。这种新颖且绿色的方法非常便宜，并具有许多优点，例如产率高，使用可回收且环保的催化剂以及后处理程序简单。
• A novel polymeric catalyst for the one-pot synthesis of xanthene derivatives under solvent-free conditions
  作者：Behrooz Maleki、Shahram Barzegar、Zeinalabedin Sepehr、Mina Kermanian、Reza Tayebee

  DOI：10.1007/s13738-012-0092-5

  日期：2012.10

  simple, efficient, and environmentally benign route was developed for the preparation of 14-aryl or alkyl-14H-dibenzo[a,j]xanthene, 1,8-dioxo-octahydroxanthene and 12-aryl—8,9,10,12-tetrahydrobenzo[a]xanthene-11-ones from condensation of various aldehydes with (i) β-naphthol, (ii) cyclic 1,3-dicarbonyl compounds and (iii) β-naphthol and cyclic 1,3-dicarbonyl compounds, using novel polymeric catalyst [poly(AMPS-co-AA)]

  开发了一种简单，有效且环境友好的方法，用于制备14-芳基或烷基14 H-二苯并[a，j]氧杂蒽，1,8-二氧代-八氢氧杂蒽和12-芳基-8,9,10，各种醛与（i）β-萘酚，（ii）环状1,3-二羰基化合物和（iii）β-萘酚和环状1,3-二羰基化合物缩合而成的12-四氢苯并[a]黄嘌呤-11-酮，在无溶剂条件下使用新型聚合物催化剂[聚（AMPS-co-AA）]。使用容易获得的催化剂，更短的反应时间，更好的产率，反应的简单性，非均相系统和容易的后处理是本方法的优点。