2-hydroxy-12-(2-chlorophenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo-[a]xanthen-11-one | 1322065-60-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 2-hydroxy-12-(2-chlorophenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo-[a]xanthen-11-one
• 英文别名: 12-(2-chlorophenyl)-9,9-dimethyl-2-hydroxy-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one；12-(2-chlorophenyl)-2-hydroxy-9,9-dimethyl-10,12-dihydro-8H-benzo[a]xanthen-11-one
• CAS: 1322065-60-0
• 化学式: C₂₅H₂₁ClO₃
• 分子量: 404.893
• InChiKey: FVHAHJXMSOBVJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,7-二羟基萘 、 2-氯苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 盐酸胍 作用下， 反应 0.33h， 以95%的产率得到2-hydroxy-12-(2-chlorophenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo-[a]xanthen-11-one
  参考文献：
  名称：

  盐酸胍：在无溶剂条件下合成12-芳基-8,9,10,12-四氢苯并[a] an吨-11-酮的高效有机催化剂

  摘要：

  已开发出一种新的绿色方案，用于在无溶剂条件下使用盐酸胍作为有机催化剂合成12-芳基-8,9,10,12-四氢苯并[ a ]黄酮-11-酮。操作简便，温和的反应条件，提高的速率，纯产物的高分离产率以及通过非色谱法纯化产物是此处提出的方案的重要优点。

  DOI：

  10.1002/jhet.1879

文献信息

• Rapid and Efficient One-Pot Green Synthesis of 12-Aryl-8,9,10,12-tetrahydrobenzo[<i>a</i>]xanthene-11-ones Using Zr-MCM-41 Catalyst
  作者：Abolfazl Olyaei、Mona Ghodrat Alidoust

  DOI：10.1080/00397911.2014.958784

  日期：2015.1.2

  Abstract A new green protocol has been developed for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones via a three-component, one-pot condensation reaction of dimedone, naphthols, and aromatic aldehydes using Zr-MCM-41 nanoreactors as a reusable and novel catalyst at 80 °C under solvent-free conditions. Various aromatic aldehydes containing electron-withdrawing and electron-donating

  摘要 开发了一种新的绿色方案，用于通过二甲酮、萘酚和萘酚的三组分一锅缩合反应合成 12-芳基-8,9,10,12-四氢苯并[a]xanthen-11-ones。在无溶剂条件下，在 80 °C 下使用 Zr-MCM-41 纳米反应器作为可重复使用的新型催化剂制备芳香醛。在邻位、间位或对位含有吸电子和给电子取代基的各种芳族醛显示出相同的产物形成效率，产率从好到极好。操作简单、反应条件温和、速率提高、环境友好、纯产品的高分离产率以及通过非色谱方法纯化产品是此处介绍的协议的显着优势。催化剂可以回收再利用，而不会显着降低其活性。图形概要
• Efficient, one-pot synthesis of xanthene derivatives using boron sulphonic acid as a solid heterogeneous catalyst under solvent-free conditions
  作者：Hassan Moghanian、Akbar Mobinikhaledi、Maryam Deinavizadeh

  DOI：10.1007/s11164-014-1537-5

  日期：2015.7

  Abstract An efficient, convenient and green method has been introduced for the synthesis of biologically active xanthene derivatives through a one-pot condensation of aldehydes, 2-naphthol, and dimedone/naphthols in the presence of boron sulphonic acid (B(HSO4)3) as an efficient heterogeneous reusable solid acid catalyst under solvent-free conditions with good to excellent yields. Different types of

  摘要 介绍了一种在硼磺酸（B（HSO 4）3）存在下通过一锅缩合醛，2-萘酚和二甲酮/萘酚合成生物活性x吨​​衍生物的高效，便捷和绿色方法。）作为高效多相可重复使用的固体酸催化剂，在无溶剂条件下具有良好至优异的收率。反应中使用了不同类型的芳香族和脂肪族醛，并且在所有情况下均成功合成了产物。另外，短的反应时间，简单的方法，无毒和催化剂的可重复使用性是本方法的其他值得注意的优点。 图形概要
• Ammonium Chloride–Catalyzed One-Pot Synthesis of Tetrahydrobenzo[α]xanthen-11-one Derivatives Under Solvent-Free Conditions
  作者：Naser Foroughifar、Akbar Mobinikhaledi、Hassan Moghanian、Reza Mozafari、Hamid R. M. Esfahani

  DOI：10.1080/00397911.2010.515340

  日期：2011.9.15

  A one-pot, multicomponent reaction of aldehydes, dimedone, and beta-naphthols is described for the preparation of 12-aryl- or 12-alkyl-8,9,10,12-tetrahydrobenzo[alpha]xanthen-11-one derivatives using ammonium chloride as a mild, inexpensive, and environmentally benign catalyst under solvent-free conditions. Different types of aldehyde and beta-naphthol derivatives are used in the reaction, and in all cases the products were synthesized successfully.
• Guanidine Hydrochloride: A Highly Efficient Organocatalyst for the Synthesis of 12-Aryl-8,9,10,12-tetrahydrobenzo[<i>a</i>]xanthene-11-ones Under Solvent-Free Conditions
  作者：Mahdieh Sadeghpour、Abolfazl Olyaei、Mortaza Rezaei

  DOI：10.1002/jhet.1879

  日期：2016.5

  A new green protocol has been developed for the synthesis of 12‐aryl‐8,9,10,12‐tetrahydrobenzo[a]xanthen‐11‐ones using guanidine hydrochloride as an organocatalyst under solvent‐free conditions. Operational simplicity, mild reaction conditions, enhanced rates, high isolated yields of the pure products, and purification of products by nonchromatographic methods are significant advantages of the protocol

  已开发出一种新的绿色方案，用于在无溶剂条件下使用盐酸胍作为有机催化剂合成12-芳基-8,9,10,12-四氢苯并[ a ]黄酮-11-酮。操作简便，温和的反应条件，提高的速率，纯产物的高分离产率以及通过非色谱法纯化产物是此处提出的方案的重要优点。