2-[2-(2-methoxyphenyl)vinyl]phenol | 89122-68-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-[2-(2-methoxyphenyl)vinyl]phenol
• 英文别名: 2-[2-(2-Methoxyphenyl)ethenyl]phenol
• CAS: 89122-68-9
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: ACYGWOLSXFBZMR-UHFFFAOYSA-N

物化性质

• 熔点：
  105-106 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 沸点：
  375.2±11.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[2-(2-methoxyphenyl)vinyl]phenol 在 碘 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 以93%的产率得到2-(2-methoxyphenyl)benzofuran
  参考文献：
  名称：

  A Facile Two-Step Synthesis of 2-Arylbenzofurans Based on the Selective Cross McMurry Couplings

  摘要：

  [GRAPHICS]A novel two-step synthesis of 2-arylbenzofurans has been developed. It involves a selective cross McMurry coupling of a salicylaldehyde or substituted salicylaldehyde with an aromatic aldehyde and a sequential oxidative cyclization of the resulting ortho-vinylphenols. Utilizing this synthetic protocol, a variety of 2-arylbenzofurans including cicerfuran (5) have been efficiently synthesized.

  DOI：

  10.1021/jo7019652
• 作为产物：
  描述：

  水杨醛 、 邻甲氧基苯甲醛 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到2-[2-(2-methoxyphenyl)vinyl]phenol
  参考文献：
  名称：

  A Facile Two-Step Synthesis of 2-Arylbenzofurans Based on the Selective Cross McMurry Couplings

  摘要：

  [GRAPHICS]A novel two-step synthesis of 2-arylbenzofurans has been developed. It involves a selective cross McMurry coupling of a salicylaldehyde or substituted salicylaldehyde with an aromatic aldehyde and a sequential oxidative cyclization of the resulting ortho-vinylphenols. Utilizing this synthetic protocol, a variety of 2-arylbenzofurans including cicerfuran (5) have been efficiently synthesized.

  DOI：

  10.1021/jo7019652

文献信息

• Syntheses and platelet aggregation inhibitory and antithrombotic properties of [2-[(.omega.-Aminoalkoxy)phenyl]benzenes
  作者：Ryoji Kikumoto、Hiroto Hara、Kunihiro Ninomiya、Masanori Osakabe、Mamoru Sugano、Harukazu Fukami、Yoshikuni Tamao

  DOI：10.1021/jm00168a043

  日期：1990.6

  A series of [2-[(omega-aminoalkoxy)phenyl]ethyl]benzene derivatives were synthesized and evaluated for their ability to inhibit collagen-induced platelet aggregation in vitro and to protect experimental thrombosis in mice. The results showed that the compounds were in vitro inhibitors of collagen-induced platelet aggregation. Most of them were also effective in the mouse antithrombotic assay. The compounds

  合成了一系列的[2-[（ω-氨基氨基烷氧基）苯基]乙基]苯衍生物，并评估了它们在体外抑制胶原蛋白诱导的血小板凝集和保护小鼠血栓形成的能力。结果表明该化合物是胶原诱导的血小板聚集的体外抑制剂。它们中的大多数在小鼠抗血栓形成测定中也有效。发现这些化合物是S2血清素能受体的有效拮抗剂，并且观察到它们的S2血清素能受体拮抗作用与其作为血小板抗凝剂的效力之间具有良好的相关性（r = 0.85）。在研究的化合物中，选择单[2-（二甲基氨基）-1-[[2- [2-（3-（3-甲氧基苯基）乙基]苯氧基]甲基]乙基]琥珀酸酯盐酸盐（12b，MCI-9042）进行进一步的药理和化学反应。毒理学评估。
• A Facile Two-Step Synthesis of 2-Arylbenzofurans Based on the Selective Cross McMurry Couplings
  作者：Xin-Fang Duan、Jing Zeng、Zhan-Bin Zhang、Guo-Fu Zi

  DOI：10.1021/jo7019652

  日期：2007.12.1

  [GRAPHICS]A novel two-step synthesis of 2-arylbenzofurans has been developed. It involves a selective cross McMurry coupling of a salicylaldehyde or substituted salicylaldehyde with an aromatic aldehyde and a sequential oxidative cyclization of the resulting ortho-vinylphenols. Utilizing this synthetic protocol, a variety of 2-arylbenzofurans including cicerfuran (5) have been efficiently synthesized.