5-ethoxy-9-(2-hydroxy-6-oxo-1-cyclohexen-1-yl)-2,3,4,9-tetrahydro-1H-xanthen-1-one | 1229027-78-4

• 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: 5-ethoxy-9-(2-hydroxy-6-oxo-1-cyclohexen-1-yl)-2,3,4,9-tetrahydro-1H-xanthen-1-one
• 英文别名: 5-Ethoxy-9-(2-hydroxy-6-oxo-1-cyclohexen-1-yl)-2,3,4,9-tetrahydro-1h-xanthen-1-one；5-ethoxy-9-(2-hydroxy-6-oxocyclohexen-1-yl)-2,3,4,9-tetrahydroxanthen-1-one
• CAS: 1229027-78-4
• 化学式: C₂₁H₂₂O₅
• 分子量: 354.403
• InChiKey: HHPQSMXIJQVRDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-乙氧基水杨醛 、 1,3-环己二酮 以 甘油 为溶剂， 反应 12.5h， 以78%的产率得到5-ethoxy-9-(2-hydroxy-6-oxo-1-cyclohexen-1-yl)-2,3,4,9-tetrahydro-1H-xanthen-1-one
  参考文献：
  名称：

  Glycerol as a promoting medium for electrophilic activation of aldehydes: catalyst-free synthesis of di(indolyl)methanes, xanthene-1,8(2H)-diones and 1-oxo-hexahydroxanthenes

  摘要：

  甘油首次被用作绿色有效的促进介质，用于醛的电亲和活化，并基于此开发了一种无催化剂的体系，用于一些传统上使用酸催化剂进行的反应，例如二(吲哚基)甲烷、3,4,5,6,7,9-六氢-9-芳基-1H-黄酮-1,8(2H)-二酮和1-氧基-六氢黄酮的合成。

  DOI：

  10.1039/b916015a

文献信息

• Synthesis of xanthene and coumarin derivatives in water by using β-Cyclodextrin
  作者：Siddharth R. Kamat、Ananda H. Mane、Audumbar D. Patil、Trushant R. Lohar、Rajashri S. Salunkhe

  DOI：10.1007/s11164-020-04308-3

  日期：2021.3

  Simple and green procedure was developed for the synthesis of various xanthene and coumarin derivatives using beta-cyclodextrin (β-CD) as reusable catalyst at 70 °C in water. Condensation of salicylaldehyde (1 mmol) and dimedone (2 mmol) or 1,3 cyclohexadione (2 mmol) gave corresponding xanthene derivatives, while condensation of salicylaldehyde (1 mmol) with Meldrum’s acid (1 mmol) or 4-Hydroxy-6

  开发了一种简单而绿色的方法，用于在70℃的水中使用β-环糊精（β -CD）作为可重复使用的催化剂来合成各种various吨和香豆素衍生物。水杨醛（1 mmol）与二甲酮（2 mmol）或1,3环己二酮（2 mmol）缩合得到相应的x吨衍生物，而水杨醛（1 mmol）与Meldrum酸（1 mmol）或4-羟基-6-甲基缩合-2 H-吡喃-2-酮（1 mmol）以令人印象深刻的产率得到了香豆素衍生物。通过在70°C下通过1 H NMR分析β -CD-水杨醛的夹杂物来确定β -CD作为催化剂的参与度。 图形摘要
• Rapid one pot synthesis of xanthene derivatives by an efficient and reusable nano-ZnAl2O4 – An insight into a new process
  作者：Triveni Rajashekhar Mandlimath、Balijapalli Umamahesh、Kulathu I. Sathiyanarayanan

  DOI：10.1016/j.molcata.2014.04.030

  日期：2014.9

  Nano-ZnAl2O4 was synthesized by blending metal-citrate complex-acrylamide polymer using the precursor method. Powder X-ray diffraction analysis of the catalyst affirmed that the spinel oxide was phase pure. Elemental analysis was confirmed by Energy Dispersive X-ray analysis. Transmission Electron Microscopic (TEM) analysis and Scherrer's formula revealed that the particles were found to be in the order of 20 nm in size. Thermal stability of the catalyst was analyzed by thermogravimetric and differential thermal analysis (TG-DTA). Total acidity of the nano-ZnAl2O4 evaluated by NH3-TPD was 8.8 mmol NH3/g. Diversity in the synthesis of xanthene derivatives was investigated using nanozinc aluminate as a catalyst. Nanoform of the catalyst showed better activity than the bulk form due to its large surface area 50 m(2)/g. The 2,2'-arylmethylene bis (3-hydroxy-2-cyclohexene-1-one), 2,2'-arylmethylene bis (3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) and 1-Oxo-hexahydroxanthenes were synthesized rapidly using ZnAl2O4 and the catalyst was successfully recycled without any loss of activity. (C) 2014 Elsevier B.V. All rights reserved.
• Glycerol as a promoting medium for electrophilic activation of aldehydes: catalyst-free synthesis of di(indolyl)methanes, xanthene-1,8(2H)-diones and 1-oxo-hexahydroxanthenes
  作者：Fei He、Peng Li、Yanlong Gu、Guangxing Li

  DOI：10.1039/b916015a

  日期：——

  Glycerol was used, for the first time, as a green and effective promoting medium for electrophilic activation of aldehydes, and with which, a catalyst-free system for some reactions that conventionally carried out using acid catalysts, such as synthesis of di(indolyl)methanes, 3,4,5,6,7,9-hexahydro-9-aryl-1H-xanthene-1,8(2H)-dione and 1-oxo-hexahydroxanthenes, was developed.

  甘油首次被用作绿色有效的促进介质，用于醛的电亲和活化，并基于此开发了一种无催化剂的体系，用于一些传统上使用酸催化剂进行的反应，例如二(吲哚基)甲烷、3,4,5,6,7,9-六氢-9-芳基-1H-黄酮-1,8(2H)-二酮和1-氧基-六氢黄酮的合成。