3-carbethoxy-1-phenacylpyridinium bromide | 26535-84-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-carbethoxy-1-phenacylpyridinium bromide
• 英文别名: 3-(Ethoxycarbonyl)-1-(2-oxo-2-phenylethyl)pyridin-1-ium bromide；ethyl 1-phenacylpyridin-1-ium-3-carboxylate;bromide
• CAS: 26535-84-2
• 化学式: Br*C₁₆H₁₆NO₃
• 分子量: 350.212
• InChiKey: RLFLGSAWRHTIPT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.96
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  47.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2-(1,3-diphenylallylidene)malononitrile 、 3-carbethoxy-1-phenacylpyridinium bromide 在 三乙胺 作用下， 以 甲醇 为溶剂， 以84%的产率得到ethyl (1R,2R,3S,8aR)-3-benzoyl-1-(2,2-dicyano-1-phenylethenyl)-2-phenyl-1,2,3,8a-tetrahydroindolizine-6-carboxylate
  参考文献：
  名称：

  Stereoselective [?4s+?2s]-dipolar cycloaddition of pyridinium ylides to nitriles of the trans-1,3-butadiene series. Crystal and molecular structure of 3-benzoyl-1-(2,2-dicyano-1-cyclopropylvinyl)-2-phenyl-6-cyano-1,2-trans-2,3-trans-1,9-trans-1,2,3,9-tetrahydroindolizine

  摘要：

  DOI：

  10.1007/bf00486803

文献信息

• Reaction of 2- and 4-vinylpyridines with phenacylpyridinium ylids
  作者：P. B. Terent'ev、S. M. Vinogradova、A. N. Kost

  DOI：10.1007/bf00561349

  日期：1980.5
• N-Phenacylpyridinium bromides in the one-pot synthesis of 2,3-dihydrofurans
  作者：Che-Ping Chuang、Kuang-Po Chen

  DOI：10.1016/j.tet.2011.12.035

  日期：2012.2

  A one-pot three-component process for the synthesis of highly functionalized 2,3-dihydrofurans from 1,3-dicarbonyl compounds, aromatic aldehydes, and N-phenacylpyridinium bromides has been developed. Benzylidene 1,3-dicarbonyl compounds could be generated in situ from aromatic aldehydes and 1,3-dicarbonyl compounds and then reacted smoothly with N-phenacylpyridinium bromides to produce 2,3-dihydrofurans in moderate to good yields. Piperidine/acetonitrile is the optimal condition for this process. To increase the efficiency of this reaction, this one-pot process was also conducted solvent-free under classical heating conditions and grinding conditions. (C) 2012 Elsevier Ltd. All rights reserved.
• TERENTEV P. B.; VINOGRADOVA S. M.; KOST A. N., XIMIYA GETEROTSIKL. SOEDIN., 1980, HO 5, 651-656
  作者：TERENTEV P. B.、 VINOGRADOVA S. M.、 KOST A. N.

  DOI：——

  日期：——
• SHESTOPALOV, A. M.;LITVINOV, V. P.;SHARANIN, YU. A.;XOROSHILOV, G. E., DOKL. AN CCCP, 312,(1990) N, S. 1156-1160
  作者：SHESTOPALOV, A. M.、LITVINOV, V. P.、SHARANIN, YU. A.、XOROSHILOV, G. E.

  DOI：——

  日期：——
• Stereoselective [?4s+?2s]-dipolar cycloaddition of pyridinium ylides to nitriles of the trans-1,3-butadiene series. Crystal and molecular structure of 3-benzoyl-1-(2,2-dicyano-1-cyclopropylvinyl)-2-phenyl-6-cyano-1,2-trans-2,3-trans-1,9-trans-1,2,3,9-tetrahydroindolizine
  作者：A. M. Shestopalov、Yu. A. Sharanin、V. N. Nesterov、G. E. Khoroshilov、V. E. Shklover、Yu. T. Struchkov、V. P. Litvinov

  DOI：10.1007/bf00486803

  日期：1991.10