10-benzyl-3,4,6,7-tetrahydro-9-(4-methoxyphenyl)-3,3,6,6-tetramethylacridine-1,8(2H,5H,9H,10H)-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 10-benzyl-3,4,6,7-tetrahydro-9-(4-methoxyphenyl)-3,3,6,6-tetramethylacridine-1,8(2H,5H,9H,10H)-dione
• 英文别名: 10-benzyl-9-(4-methoxyphenyl)-3,3,6,6-tetramethyldecahydroacrydin-1,8-dione；10-benzyl-9-(4-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione；10-benzyl-9-(4-methoxyphenyl)-3,3,6,6-tetramethyl-4,5,7,9-tetrahydro-2H-acridine-1,8-dione
• 化学式: C₃₁H₃₅NO₃
• 分子量: 469.624
• InChiKey: BJFXBEDISQGNNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,5-dimethyl-3-benzylamino-2-cyclohexen-1-one 、 4-甲氧基苯甲醛 在 phosphorus pentoxide 作用下， 以 异丙醇 为溶剂， 以81%的产率得到10-benzyl-3,4,6,7-tetrahydro-9-(4-methoxyphenyl)-3,3,6,6-tetramethylacridine-1,8(2H,5H,9H,10H)-dione
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1013845426393

文献信息

• An efficient route to 1,8-dioxo-octahydroxanthenes and -decahydroacridines using a sulfated zirconia catalyst
  作者：Sandeep S. Kahandal、Anand S. Burange、Sandip R. Kale、Pepijn Prinsen、Rafael Luque、Radha V. Jayaram

  DOI：10.1016/j.catcom.2017.03.017

  日期：2017.7

  Sulfated zirconia results to be a very efficient catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines without tedious work-up procedures. While 1,8-dioxo-octahydroxanthenes are prepared from aldehyde and 5,5-dimethyl-1,3-cyclohexenedione (dimedone), 1,8-dioxo-decahydroacridines are prepared from this reactant mixture with amines. This method provides a mild catalytic

  硫酸化的氧化锆是一种非常有效的催化剂，用于合成1,8-二氧-八氢黄嘌呤和1,8-二氧-十氢ac啶，无需进行繁琐的后处理程序。尽管由醛和5,5-二甲基-1,3-环己二酮（二甲酮）制备1,8-二氧-八氢黄嘌呤，而由该反应物与胺的混合物制备1,8-二氧-十氢ac啶。该方法为合成功能化的x吨和a啶衍生物提供了温和的催化方案。通过XRD，FT-IR，TGA-DSC，SEM-EDAX和表面酸度对催化剂进行了表征，并显示了高达6个连续循环的优异可重复使用性。
• Synthesis of 1,8-Dioxo-Decahydroacridines using Pyridinium Hydrogen Sulfate Ionic Liquid as an Green, Efficient and Reusable Catalyst
  作者：Somaye Karimian、Hassan Tajik

  DOI：10.2174/1570178613666160104232735

  日期：2016.2.10

  amine (1 mmol), PHSIL (0.65 mmol), CH3CN (3 mL) at 80°C, a series of 1,8-dioxo-decahydroacridines were synthesized via the one-pot three component reaction between various aromatic aldehydes and amines with dimedone. The aromatic aldehydes containing electrondonating and electron-withdrawing groups afforded 1,8-dioxo-9-aryl-10-aryl-decahydroacridines with high yields within short reaction times in

  背景：在这项研究中，吡啶鎓硫酸氢盐离子液体（PHSIL）被用作绿色，高效且可重复使用的催化剂，用于合成1,8-二氧-十氢hydro啶。在该催化剂的存在下，使不同的伯胺和芳族醛与5，5-二甲基-1，3-环己二酮（二甲酮）反应，并以优异的产率和较短的反应时间获得相应的产物。该研究的两个重要优点是可以通过水萃取轻松从反应混合物中分离出离子液体，并且回收能力高达六倍。 方法：在吡啶鎓硫酸氢盐离子液体（PHSIL）催化剂和相应的1,8-二氧杂环己烷存在下，将不同的伯胺和芳族醛与5,5-二甲基-1,3-环己二酮（二甲酮）反应十氢ac啶衍生物以优异的产率和短的反应时间获得。 结果：在以下条件下建立了最佳条件：醛（1 mmol），胺（1 mmol），PHSIL（0.65 mmol），CH 3 CN（3 mL）在80°C下，得到了一系列1,8-二氧-十氢ac啶通过各种芳香醛和胺与二甲酮之间的一锅三组分反应合
• Ahluwalia; Sahay, Ranjana; Das, Umashankar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 11, p. 1211 - 1213
  作者：Ahluwalia、Sahay, Ranjana、Das, Umashankar

  DOI：——

  日期：——
• Competitive One-Pot Reactions: Simultaneous Synthesis of Decahydroacridine-1,8-diones and 1,8-Dioxo-octahydroxanthenes and Photophysical Characterization
  作者：Sugey M. Martinez Gomez、Diego M. Alzate Sanchez、William Rodríguez-Córdoba、Cesar A. Sierra、Cristian Ochoa-Puentes

  DOI：10.1080/00397911.2013.831903

  日期：2014.3.4

  A simple and convenient one-pot method for simultaneously obtaining decahydroacridine-1,8-diones and 1,8-dioxo-octahydroxanthene derivatives is described. A high conversion yielding both products was obtained under the reaction conditions. To understand the optical behavior of the model compounds and their potential use as antenna moieties in bichromophoric systems, the photophysical properties of all samples were studied using ultraviolet-visible absorption and steady-state fluorescence spectroscopy in methanol solutions. For the case of the acridinediones, the fluorescence spectra were found to exhibit the typical emission profile of the locally excited state, whereas, contrary to previous published experimental results, reliable fluorescence emission spectra for the xanthenes derivatives could not be obtained. On the other hand, the poor quantum yields of the synthesized decahydroacridine-1,8-diones were explained based on the benzene-like substitution effect, which favors the intersystem crossing relaxation mechanism. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]