14-(3,4,5-trimethoxylphenyl)-14H-dibenzo[a,i]xanthene-8,13-dione | 1340480-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 14-(3,4,5-trimethoxylphenyl)-14H-dibenzo[a,i]xanthene-8,13-dione
• 英文别名: 14-(3,3,4-trimethoxyphenyl)-14H-7-oxa-benzo[a]naphthacene-8,13-dione；2-(3,4,5-Trimethoxyphenyl)-13-oxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4,6,8,10,16,18,20-nonaene-15,22-dione
• CAS: 1340480-70-7
• 化学式: C₃₀H₂₂O₆
• 分子量: 478.501
• InChiKey: QOOPZNHMTIUVEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-羟基-1,4-萘醌 、 3,4,5-三甲氧基苯甲醛 、 2-萘酚 在 H₃PO₄/Al₂O₃ 作用下， 以 neat (no solvent) 为溶剂， 反应 0.42h， 以86%的产率得到14-(3,4,5-trimethoxylphenyl)-14H-dibenzo[a,i]xanthene-8,13-dione
  参考文献：
  名称：

  Phosphoric acid supported on alumina (H3PO4/Al2O3) as an efficient and reusable catalyst for the one-pot synthesis of benzoxanthene pigments

  摘要：

  负载于氧化铝上的磷酸（H3PO4/Al2O3）是一种高效的催化剂，可用于催化多组分缩合反应及一系列在良好产率下合成苯并二氧杂蒽类色素的合成中。该新方法的显著特点包括高转化率、较短的反应时间、更纯净的反应过程及简单易行的实验和后处理步骤。

  DOI：

  10.1007/s11164-013-1047-x

文献信息

• Facile, One-Pot, Three-Component Synthesis of Benzo[<i>a</i>]naphthacene-8,13-diones
  作者：Vakiti Srinivas、Vedula Rajeswar Rao

  DOI：10.1080/00397911.2010.524961

  日期：2012.2.1

  One-pot synthesis of 14-aryl-14H-7-oxa-benzo[a]naphthacene-8,13-diones was developed by the reaction of 2-hydroxynaphthalene-1,4-dione, aromatic aldehydes, and 2-naphthol in the presence of acetic acid. The structures of these compounds were identified by elemental analyses, infrared, H-1 NMR, and mass.
• Synthesis of benzoxanthene derivatives using Brønsted acidic ionic liquids (BAILs), 2-pyrrolidonium hydrogen sulfate and (4-sulfobutyl)tris(4-sulfophenyl)phosphonium hydrogen sulfate
  作者：Hamid Reza Shaterian、Mohammad Ranjbar、Kobra Azizi

  DOI：10.1016/j.molliq.2011.06.013

  日期：2011.8

  Bronsted acidic ionic liquids (BAILs), 2-pyrrolidonium hydrogen sulfate and (4-sulfobutyl)tris(4-sulfophenyl)phosphonium hydrogen sulfate are found to be efficient catalysts for synthesis of 14-aryl-14H-dibenzo[a,i]xanthene-8,13-dione, 3,4-dihydro-1H-benzo[b]xanthene-1,6,1 1(2H,12H)-trione, and aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraone derivatives. (C) 2011 Elsevier B.V. All rights reserved.
• Phosphoric acid supported on alumina (H3PO4/Al2O3) as an efficient and reusable catalyst for the one-pot synthesis of benzoxanthene pigments
  作者：Hamid Reza Shaterian、Kobra Azizi、Nafiseh Fahimi

  DOI：10.1007/s11164-013-1047-x

  日期：2014.4

  Phosphoric acid supported on alumina (H3PO4/Al2O3) is an efficient catalyst for the catalytic multi-component condensation reaction and a wide variety of syntheses of benzoxanthene pigments in good yields. The remarkable features of this new procedure are high conversions, shorter reaction times, cleaner reaction, and simple experimental and work-up procedures.

  负载于氧化铝上的磷酸（H3PO4/Al2O3）是一种高效的催化剂，可用于催化多组分缩合反应及一系列在良好产率下合成苯并二氧杂蒽类色素的合成中。该新方法的显著特点包括高转化率、较短的反应时间、更纯净的反应过程及简单易行的实验和后处理步骤。