5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran | 825634-84-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran
• 英文别名: corsifuran B；5-Benzofuranol, 2,3-dihydro-2-(4-methoxyphenyl)-；2-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran-5-ol
• CAS: 825634-84-2
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: HAKNZZCPMMZJOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran 在 potassium carbonate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 反应 26.0h， 生成 5-methoxy-2-(4-methoxyphenyl)benzofuran
  参考文献：
  名称：

  Corsifurans A–C, 2-arylbenzofurans of presumed stilbenoid origin from Corsinia coriandrina (Hepaticae)

  摘要：

  Chemical investigation of the diethyl ether extract from the liverwort Corsinia coriandrina resulted in the isolation of a new 2-arylbenzofuran compound called corsifuran A. The structure was identified by spectroscopic techniques and confirmed by synthesis. Two minor constituents of similar structure, and two related stilbenoids and a bibenzyl were identified by comparison of the mass spectra and GC retention indices with authentic samples. Due to the similarity in substitution patterns a stilbenoid origin of the corsifurans is proposed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.10.002
• 作为产物：
  描述：

  4-甲氧基苯乙烯 、 对苯醌 在 aluminum oxide 、 iron(III) perchlorate 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以52%的产率得到5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran
  参考文献：
  名称：

  三价铁离子催化苯乙烯衍生物与醌环加成；离子液体溶剂系统中的显着加速

  摘要：

  苯乙烯衍生物与醌的铁离子催化环加成反应，可得到高收率的反式选择性的2,3-二氢苯并呋喃衍生物。当反应在离子液体溶剂体系中进行时，观察到明显的加速。

  DOI：

  10.1016/s0040-4039(02)00405-7

文献信息

• Cycloaddition of styrene derivatives with quinone catalyzed by ferric ion; remarkable acceleration in an ionic liquid solvent system
  作者：Hiroyuki Ohara、Hiromi Kiyokane、Toshiyuki Itoh

  DOI：10.1016/s0040-4039(02)00405-7

  日期：2002.4

  Ferric ion-catalyzed cycloaddition of styrene derivatives with quinone gave 2,3-dihydrobenzofuran derivatives in excellent yields with trans selectivity; remarkable acceleration was observed when the reaction was carried out in an ionic liquid solvent system.

  苯乙烯衍生物与醌的铁离子催化环加成反应，可得到高收率的反式选择性的2,3-二氢苯并呋喃衍生物。当反应在离子液体溶剂体系中进行时，观察到明显的加速。
• Corsifurans A–C, 2-arylbenzofurans of presumed stilbenoid origin from Corsinia coriandrina (Hepaticae)
  作者：Stephan H. von Reuß、Wilfried A. König

  DOI：10.1016/j.phytochem.2004.10.002

  日期：2004.12

  Chemical investigation of the diethyl ether extract from the liverwort Corsinia coriandrina resulted in the isolation of a new 2-arylbenzofuran compound called corsifuran A. The structure was identified by spectroscopic techniques and confirmed by synthesis. Two minor constituents of similar structure, and two related stilbenoids and a bibenzyl were identified by comparison of the mass spectra and GC retention indices with authentic samples. Due to the similarity in substitution patterns a stilbenoid origin of the corsifurans is proposed. (C) 2004 Elsevier Ltd. All rights reserved.