potassium 4-(2-hydroxybut-2-yl)phenyl trifluoroborate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: potassium 4-(2-hydroxybut-2-yl)phenyl trifluoroborate
• 英文别名: Potassium;trifluoro-[4-(2-hydroxybutan-2-yl)phenyl]boranuide
• 化学式: C₁₀H₁₃BF₃O*K
• 分子量: 256.117
• InChiKey: RRBIOOZMPSKNPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.64
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丁酮 、 4-溴苯基三氟硼酸钾 在 正丁基锂 、 potassium hydrogen bifluoride 作用下， 以 四氢呋喃 为溶剂， 反应 1.92h， 以83%的产率得到potassium 4-(2-hydroxybut-2-yl)phenyl trifluoroborate
  参考文献：
  名称：

  Linchpin Synthons:  Metalation of Aryl Bromides Bearing a Potassium Trifluoroborate Moiety

  摘要：

  Aryl bromides bearing a potassium trifluoroborate moiety were subjected to lithium-halogen exchange at low temperature using a variety of alkyllithium reagents. A number of different electrophiles were evaluated in their reactions with the aryllithiums produced therein. Under carefully optimized conditions, potassium bromophenyl trifluoroborates afforded good to excellent yields of the corresponding alcohols (64-94% isolated yield) when aldehydes or ketones were used as the electophilic partner. Esters were unfortunately found to be unreactive.

  DOI：

  10.1021/jo061324u

文献信息

• Linchpin Synthons:  Metalation of Aryl Bromides Bearing a Potassium Trifluoroborate Moiety
  作者：Gary A. Molander、Noel M. Ellis

  DOI：10.1021/jo061324u

  日期：2006.9.1

  Aryl bromides bearing a potassium trifluoroborate moiety were subjected to lithium-halogen exchange at low temperature using a variety of alkyllithium reagents. A number of different electrophiles were evaluated in their reactions with the aryllithiums produced therein. Under carefully optimized conditions, potassium bromophenyl trifluoroborates afforded good to excellent yields of the corresponding alcohols (64-94% isolated yield) when aldehydes or ketones were used as the electophilic partner. Esters were unfortunately found to be unreactive.