1-(2-(4-benzyloxyphenyl)-2-oxoethyl)pyridinium bromide | 69736-30-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(4-benzyloxyphenyl)-2-oxoethyl)pyridinium bromide
• 英文别名: 1-(4-phenylmethoxyphenyl)-2-pyridin-1-ium-1-ylethanone;bromide
• CAS: 69736-30-7
• 化学式: Br*C₂₀H₁₈NO₂
• 分子量: 384.272
• InChiKey: XLHDMQCLYPVJFD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.44
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  30.18
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  吡啶 、 2-溴-4'-苄氧基苯乙酮 以 四氢呋喃 为溶剂， 反应 5.0h， 以64%的产率得到1-(2-(4-benzyloxyphenyl)-2-oxoethyl)pyridinium bromide
  参考文献：
  名称：

  Electrophilic and nucleophilic side chain fluorination of para-substituted acetophenones

  摘要：

  para-Substituted alpha-fluoroacetophenones have been synthesised by three different routes. Electrophilic fluorination of trimethylsilyl enol ethers of acetophenones using Selectfluor (F-TEDA-BF4, 1-chloromethyl-4-fluoro- 1,4-diazoniabicyclo[ 2.2.2]octane bis-(tetrafluoroborate)) gave high to moderate yield depending on the electronic properties of the substituents. F-TEDA-BF4 mediated fluorination of acetophenones in methanol resulted in a mixture of alpha-fluoroacetophenones and the corresponding 2-fluoro- 1,1 -dimethyl acetals. The dimethyl acetals were hydrolysed using trifluoroacetic acid in water to maximise the yield of the product. Nucleophilic fluorination of alpha-bromoacetophenones using tetrabutylammoniurn hydrogen bifluoride (TBABF) led to moderate yield when having electron-donating substituents, whereas low yields were experienced when more electron-withdrawing substituents were introduced. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.060