3-Hydroxy-2-[(2-hydroxy-6-oxocyclohexen-1-yl)-(3-methoxyphenyl)methyl]cyclohex-2-en-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-Hydroxy-2-[(2-hydroxy-6-oxocyclohexen-1-yl)-(3-methoxyphenyl)methyl]cyclohex-2-en-1-one
• 化学式: C₂₀H₂₂O₅
• 分子量: 342.392
• InChiKey: XKJGDFFHCQRUFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Hydroxy-2-[(2-hydroxy-6-oxocyclohexen-1-yl)-(3-methoxyphenyl)methyl]cyclohex-2-en-1-one 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 9-(3-methoxyphenyl)-2,3,4,5,6,7-hexahydro-2H-xanthene-1,8-dione
  参考文献：
  名称：

  CHLOROSULFONATION OF 9-ARYLOCTAHYDROXANTHEN-1,8-DIONES

  摘要：

  The 9-aryloctathydroxanthen-1,8-diones (3, 4-24) were prepared by reaction of cyclohexan-1,3-dione (1) with selected arylaldehydes. The xanthendiones (4-9, 11, 12, 18, 21, 22) were successfully reacted with chlorosulfonic acid, and the crude sulfonyl chlorides were converted into 15 sulfonamides (26-40) for screening as potential pesticides. Attempted chlorosulfonation of the xanthendiones (13-17) was unsuccessful. alpha-Methylcinnamaldehyde was reacted with cyclohexandione (1) to yield the corresponding xanthendione derivative (23). On the other hand, with o-methoxycinnamaldehyde an impure product formed and the p-methoxy isomer afforded the corresponding 2-arylpyran (25). The NMR spectral data of the compounds are briefly discussed.

  DOI：

  10.1080/10426500490494741
• 作为产物：
  描述：

  1,3-环己二酮 、 3-甲氧基苯甲醛 在 zinc(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以98 %的产率得到3-Hydroxy-2-[(2-hydroxy-6-oxocyclohexen-1-yl)-(3-methoxyphenyl)methyl]cyclohex-2-en-1-one
  参考文献：
  名称：

  ZnCl2介导的2-氨基苯甲醛、苯甲醛和1,3-环己烷二酮三组分反应合成苯并[2,3-b]喹啉衍生物

  摘要：

  一种新型ZnCl 2促进的三组分反应策略，通过2-amino-4 H -chromen-4-的羟醛缩合/迈克尔加成/环加成/脱水级联反应合成六氢苯并[ 2,3- b ]喹啉衍生物研究了芳香醛和环己烷-1,3-二酮。该工艺环保、高效、适用范围广。所得产物的结构根据X射线衍射研究确定。

  DOI：

  10.1002/jhet.4665

文献信息

• CHLOROSULFONATION OF 9-ARYLOCTAHYDROXANTHEN-1,8-DIONES
  作者：Richard J. Cremlyn、Ghulam Shabbir

  DOI：10.1080/10426500490494741

  日期：2004.12.1

  The 9-aryloctathydroxanthen-1,8-diones (3, 4-24) were prepared by reaction of cyclohexan-1,3-dione (1) with selected arylaldehydes. The xanthendiones (4-9, 11, 12, 18, 21, 22) were successfully reacted with chlorosulfonic acid, and the crude sulfonyl chlorides were converted into 15 sulfonamides (26-40) for screening as potential pesticides. Attempted chlorosulfonation of the xanthendiones (13-17) was unsuccessful. alpha-Methylcinnamaldehyde was reacted with cyclohexandione (1) to yield the corresponding xanthendione derivative (23). On the other hand, with o-methoxycinnamaldehyde an impure product formed and the p-methoxy isomer afforded the corresponding 2-arylpyran (25). The NMR spectral data of the compounds are briefly discussed.
• Synthesis of Chromeno[2,3‐<i>b</i>]quinoline derivatives via <scp>ZnCl₂‐Mediated</scp> three‐component reaction of <scp>2‐Aminochromenones</scp>, benzaldehydes and Cyclohexane‐1,3‐dione
  作者：Jianbo Gan、Wenyan Zhou、Xinliang Shen、Cunde Wang

  DOI：10.1002/jhet.4665

  日期：2023.7

  novel ZnCl2-promoted three-component reaction strategy for the synthesis of hexahydrochromeno[2,3-b]quinoline derivatives via the Aldol condensation/Michael addition/cycloaddition/dehydration cascade reaction of 2-amino-4H-chromen-4-ones, aromatic aldehydes, and cyclohexane-1,3-dione was investigated. This procedure is environmentally friendly, highly efficient, and has a broad scope. The structures

  一种新型ZnCl 2促进的三组分反应策略，通过2-amino-4 H -chromen-4-的羟醛缩合/迈克尔加成/环加成/脱水级联反应合成六氢苯并[ 2,3- b ]喹啉衍生物研究了芳香醛和环己烷-1,3-二酮。该工艺环保、高效、适用范围广。所得产物的结构根据X射线衍射研究确定。