14-(4-carbmethoxyphenyl)-14H-dibenzo[a,j]xanthene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 14-(4-carbmethoxyphenyl)-14H-dibenzo[a,j]xanthene
• 英文别名: Methyl 4-(13-oxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaen-2-yl)benzoate
• 化学式: C₂₉H₂₀O₃
• 分子量: 416.476
• InChiKey: HTRWNMFSHUHHSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-萘酚 、 对甲酰基苯甲酸甲酯 在 N-(4-sulfonic acid)butyl triethylammonium hydrogen sulfate 作用下， 反应 0.08h， 以89%的产率得到14-(4-carbmethoxyphenyl)-14H-dibenzo[a,j]xanthene
  参考文献：
  名称：

  布朗斯台德酸性离子液体作为一种高效且可重复使用的催化剂，用于在无溶剂条件下合成 14-芳基-或 14-烷基-14H-二苯并[a,j] 呫吨

  摘要：

  已经开发了一种温和有效的方法，用于使用催化量的布朗斯台德酸性离子液体从醛与 2-萘酚的一锅缩合制备 14-芳基-或 14-烷基-14H-二苯并[a,j]呫吨（ [TEBSA][HSO 4 ]) 在无热溶剂条件下。该方法的优点是收率高、反应时间短、催化剂易于处理和可重复使用以及无溶剂条件。

  DOI：

  10.1055/s-0029-1219399

文献信息

• Brønsted Acidic Ionic Liquid as an Efficient and Reusable Catalyst for Synthesis of 14-Aryl- or 14-Alkyl-14H-dibenzo[a,j]xanthenes under Solvent-Free Conditions
  作者：Abdol Hajipour、Yosof Ghayeb、Nafisehsadat Sheikhan、Arnold Ruoho

  DOI：10.1055/s-0029-1219399

  日期：2010.3

  and efficient method has been developed for the preparation of 14-aryl- or 14-alkyl-14H-dibenzo[a,j]xanthenes from one-pot condensation of aldehydes with 2-naphthol using catalytic amount of Bronsted acidic ionic liquid ([TEBSA][HSO 4 ]) under thermal solvent-free conditions. Excellent yields, short reaction times, easy workup and reusability of the catalyst as well as solvent-free conditions are advantages

  已经开发了一种温和有效的方法，用于使用催化量的布朗斯台德酸性离子液体从醛与 2-萘酚的一锅缩合制备 14-芳基-或 14-烷基-14H-二苯并[a,j]呫吨（ [TEBSA][HSO 4 ]) 在无热溶剂条件下。该方法的优点是收率高、反应时间短、催化剂易于处理和可重复使用以及无溶剂条件。
• The one-pot synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes catalyzed by P2O5/Al2O3 under microwave irradiation
  作者：Amin Zarei、Abdol R. Hajipour、Leila Khazdooz

  DOI：10.1016/j.dyepig.2009.10.015

  日期：2010.5

  convenient and efficient procedure for the synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes by condensation of 2-naphthol and aldehydes in the presence of P2O5/Al2O3 is described. Both aromatic and aliphatic aldehydes react easily to afford the corresponding 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes under microwave irradiation. This reaction was studied under different conditions; several solvents

  描述了在P 2 O 5 / Al 2 O 3存在下通过2-萘酚和醛的缩合来合成14-芳基或烷基-14 H-二苯并[ a，j ]黄嘌呤的简便有效的方法。芳族和脂族醛都容易反应，得到相应的14-芳基或烷基-14 H-二苯并[ a，j微波辐射下的]黄嘌呤。在不同条件下研究了该反应。检查了几种溶剂的转化率。在反应时间和产率方面，发现当在微波辐射下进行反应时获得最佳结果。
• Facile and Efficient Synthesis of 14‐Alkyl‐ or Aryl‐14‐H‐Dibenzo[a,j]xanthenes using Sulfonyl‐Functionalized Ionic Liquids
  作者：Pratibha Kumari、Vinith Yathindranath、S. M. S. Chauhan

  DOI：10.1080/00397910701798234

  日期：2008.1.1

  Abstract An efficient, simple, and rapid synthesis of 14‐alkyl‐or aryl‐14‐H‐dibenzo[a,j]xanthenes is reported by one‐pot condensation of 2‐naphthol with alkyl or aryl aldehydes in the presence of sulfonyl‐functionalized acidic ionic liquids at 125°C.

  摘要 据报道，通过 2-萘酚与烷基或芳基醛在磺酰基存在下的一锅缩合反应，可高效、简单、快速地合成 14-烷基-或芳基-14-H-二苯并 [a,j] 呫吨。功能化酸性离子液体在 125°C。
• An efficient, high yielding, and eco-friendly method for the synthesis of 14-aryl- or 14-alkyl-14H-dibenzo[a,j]xanthenes using polyvinylsulfonic acid as a recyclable Brønsted acid catalyst
  作者：Ali Rahmatpour

  DOI：10.1007/s00706-011-0537-z

  日期：2011.12

  Aryl or alkyl-14H-dibenzo[a,j]xanthene derivatives were synthesized efficiently by the reaction of 2-naphthol and aromatic or aliphatic aldehydes in the presence of polyvinylsulfonic acid (PVSA) as a reusable Bronsted acid catalyst under aqueous conditions at 90 A degrees C. This reaction was studied under different conditions, and several solvents were examined. In terms of reaction yield and time, water was found to be the optimum solvent. The catalytic performance of PVSA was then compared with various acidic catalysts under optimized reaction conditions. The catalyst is well characterized using IR and DSC techniques.
• Task specific dicationic acidic ionic liquids catalyzed efficient and rapid synthesis of benzoxanthenones derivatives
  作者：Najmedin Azizi、Fatemeh Shirdel

  DOI：10.1016/j.molliq.2016.07.128

  日期：2016.10

  approach to the synthesis of dibenzo[a,j]xanthenes and 1,8-dioxo-octahydroxanthenes using task specific dicationic acidic ionic liquids as a highly efficient and readily available catalyst under solvent-free condition have been developed. A series of Brønsted–Lewis acidic ionic liquid were prepared and investigated their catalytic activity for synthesis of various xanthenes derivatives from aldehydes

  已经开发出一种快速而直接的方法，该方法使用任务特定的阳离子酸性离子液体作为无溶剂条件下的高效且易于获得的催化剂，来合成二苯并[a，j]黄嘌呤和1,8-二氧代-八氢黄酮。制备了一系列的Brønsted-Lewis酸性离子液体，并研究了它们对从醛和2-萘酚或二甲酮合成各种黄酮衍生物的催化活性。无需有机溶剂和柱色谱法即可轻松进行产物分离，以及酸性离子液体催化剂的可重复使用性，使得该方法对于大规模合成而言经济实惠。