methyl 2-bromo-3-(pyridin-2-yl)acrylate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-bromo-3-(pyridin-2-yl)acrylate
• 化学式: C₉H₈BrNO₂
• 分子量: 242.072
• InChiKey: RFVBYRMUCSTGBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  39.19
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  吡啶-2-甲醛 、 甲氧羰基亚甲基三苯基正膦 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以81%的产率得到methyl 2-bromo-3-(pyridin-2-yl)acrylate
  参考文献：
  名称：

  A Novel and Convenient Protocol for Synthesis of α-Haloacrylates

  摘要：

  A.novel and convenient protocol for synthesis of alpha-haloacrylates starting from phosphonium ylide and aldedyde or alcohol was described. Halodimethylsulfonium halide was used for the first time in halogenation of phosphonium ylide. Good yield as well as a high Z/E ratio were shown in representative cases, and an umpolung dimethyl sulfide-ylide species might be involved as an intermediate.

  DOI：

  10.1021/ol702859y

文献信息

• A Novel and Convenient Protocol for Synthesis of α-Haloacrylates
  作者：Biao Jiang、Ying Dou、Xiangya Xu、Min Xu

  DOI：10.1021/ol702859y

  日期：2008.2.1

  A.novel and convenient protocol for synthesis of alpha-haloacrylates starting from phosphonium ylide and aldedyde or alcohol was described. Halodimethylsulfonium halide was used for the first time in halogenation of phosphonium ylide. Good yield as well as a high Z/E ratio were shown in representative cases, and an umpolung dimethyl sulfide-ylide species might be involved as an intermediate.