1-(2-{2-[(4-bromobenzoyl)oxy]-5-methoxyphenyl}ethyl)pyridinium bromide | 1437790-85-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 1-(2-{2-[(4-bromobenzoyl)oxy]-5-methoxyphenyl}ethyl)pyridinium bromide
• 英文别名: [4-Methoxy-2-(2-pyridin-1-ium-1-ylethyl)phenyl] 4-bromobenzoate;bromide；[4-methoxy-2-(2-pyridin-1-ium-1-ylethyl)phenyl] 4-bromobenzoate;bromide
• CAS: 1437790-85-6
• 化学式: Br*C₂₁H₁₉BrNO₃
• 分子量: 493.195
• InChiKey: ROOBXTWPZRVOPS-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(p-bromophenacyl)pyridinium bromide 、 (2-hydroxy-5-methoxybenzyl)trimethylammonium iodide 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以61%的产率得到1-(2-{2-[(4-bromobenzoyl)oxy]-5-methoxyphenyl}ethyl)pyridinium bromide
  参考文献：
  名称：

  Reactions of o-Quinone Methides with Pyridinium Methylides: A Diastereoselective Synthesis of 1,2-Dihydronaphtho[2,1-b]furans and 2,3-Dihydrobenzofurans

  摘要：

  A simple, general route to the 1,2-dihydronaphtho[2,1-b]furans and 2,3-dihydrobenzofurans substituted at C-2 by an acyl or aryl group, starting from phenolic Mannich bases and pyridinium ylides, has been developed. The mechanism of the reaction is believed to involve the formation of the o-quinone methide intermediate, Michael-type addition of the ylide to the o-quinone methide, followed by intramolecular nucleophilic substitution.

  DOI：

  10.1021/jo400621r

文献信息

• Reactions of <i>o</i>-Quinone Methides with Pyridinium Methylides: A Diastereoselective Synthesis of 1,2-Dihydronaphtho[2,1-<i>b</i>]furans and 2,3-Dihydrobenzofurans
  作者：Vitaly A. Osyanin、Dmitry V. Osipov、Yuri N. Klimochkin

  DOI：10.1021/jo400621r

  日期：2013.6.7

  A simple, general route to the 1,2-dihydronaphtho[2,1-b]furans and 2,3-dihydrobenzofurans substituted at C-2 by an acyl or aryl group, starting from phenolic Mannich bases and pyridinium ylides, has been developed. The mechanism of the reaction is believed to involve the formation of the o-quinone methide intermediate, Michael-type addition of the ylide to the o-quinone methide, followed by intramolecular nucleophilic substitution.