methyl 6-methylthio-4-(trifluoromethyl)salicylate | 1315276-52-8

• 英文名称: methyl 6-methylthio-4-(trifluoromethyl)salicylate
• CAS: 1315276-52-8
• 化学式: C₁₀H₉F₃O₃S
• 分子量: 266.241
• InChiKey: SZXIQCAVOVNEQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 6-methylthio-4-(trifluoromethyl)salicylate 、 溴乙酸甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以71%的产率得到methyl 2-(2-methoxy-2-oxoethoxy)-6-methylthio-4-(trifluoromethyl)benzoate
  参考文献：
  名称：

  Synthesis of trifluoromethyl-substituted salicylates by cyclocondensation of 1,3-bis(silyloxy)-1,3-butadienes with 4,4-dimethylthio-1,1,1-trifluorobut-3-en-2-one

  摘要：

  A formal [3+3] cyclocondensation of 1,3-bis(silyl enol ethers) with the little-known 4,4-dimethylthio-1,1,1-trifluorobut-3-en-2-one was studied. In contrast to 4,4-dimethoxy-1,1,1-trifluorobut-3-en-2-one, this alpha-oxoketene dithioacetal reacts with 1,3-bis(trimethylsilyloxy)-1,3-butadienes in the presence of TiCl4 to give mainly 6-methylthio-4-(trifluoromethyl)salicylates via 1,2-addition. The scope and limitations of the reaction are discussed. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.04.011
• 作为产物：
  描述：

  1,1,1-trifluoro-4,4-bis(methylthio)but-3-en-2-one 、 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到methyl 6-methylthio-4-(trifluoromethyl)salicylate
  参考文献：
  名称：

  Synthesis of trifluoromethyl-substituted salicylates by cyclocondensation of 1,3-bis(silyloxy)-1,3-butadienes with 4,4-dimethylthio-1,1,1-trifluorobut-3-en-2-one

  摘要：

  A formal [3+3] cyclocondensation of 1,3-bis(silyl enol ethers) with the little-known 4,4-dimethylthio-1,1,1-trifluorobut-3-en-2-one was studied. In contrast to 4,4-dimethoxy-1,1,1-trifluorobut-3-en-2-one, this alpha-oxoketene dithioacetal reacts with 1,3-bis(trimethylsilyloxy)-1,3-butadienes in the presence of TiCl4 to give mainly 6-methylthio-4-(trifluoromethyl)salicylates via 1,2-addition. The scope and limitations of the reaction are discussed. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.04.011