2-[(1-methylthio-3-hydroxy)propyl]-N,N-dimethyl-benzenamine | 591214-25-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[(1-methylthio-3-hydroxy)propyl]-N,N-dimethyl-benzenamine
• 英文别名: 3-[2-(Dimethylamino)phenyl]-3-methylsulfanylpropan-1-ol
• CAS: 591214-25-4
• 化学式: C₁₂H₁₉NOS
• 分子量: 225.355
• InChiKey: SJARJEDVOGNOBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  48.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二苯基氯化膦 、 2-[(1-methylthio-3-hydroxy)propyl]-N,N-dimethyl-benzenamine 在 正丁基锂 、 四甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以78%的产率得到2-[1-methylthio-3-[(diphenylphosphino)oxy]propyl]-N,N-dimethyl-benzenamine
  参考文献：
  名称：

  A palladium complex with a new hemilabile amino- and sulfur-containing phosphinite ligand as an efficient catalyst for the Heck reaction of aryl bromides with styrene. The effect of the amino group

  摘要：

  A palladium complex with a new hemilabile amino- and sulfur-containing phosphinite ligand has been synthesised and its crystal structure determined. This system efficiently catalyses the Heck reaction of aryl bromides with styrene at 130degreesC after 24 h, with turnover numbers of up to 100000 and with a selectivity towards trans-stilbenes ranging from 91.5 to 96.3%. The analogous sulfur-containing phosphinite without the amino group has also been synthesised and subjected to the Heck reaction. The constructive role of the amino group on the formation of the P,S-chelate palladium complex as well as in the Heck reaction is discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00474-5
• 作为产物：
  描述：

  N,N-二甲基邻甲苯胺 在 正丁基锂 、 四甲基乙二胺 作用下， 以 乙醚 为溶剂， 反应 1.5h， 生成 2-[(1-methylthio-3-hydroxy)propyl]-N,N-dimethyl-benzenamine
  参考文献：
  名称：

  A palladium complex with a new hemilabile amino- and sulfur-containing phosphinite ligand as an efficient catalyst for the Heck reaction of aryl bromides with styrene. The effect of the amino group

  摘要：

  A palladium complex with a new hemilabile amino- and sulfur-containing phosphinite ligand has been synthesised and its crystal structure determined. This system efficiently catalyses the Heck reaction of aryl bromides with styrene at 130degreesC after 24 h, with turnover numbers of up to 100000 and with a selectivity towards trans-stilbenes ranging from 91.5 to 96.3%. The analogous sulfur-containing phosphinite without the amino group has also been synthesised and subjected to the Heck reaction. The constructive role of the amino group on the formation of the P,S-chelate palladium complex as well as in the Heck reaction is discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00474-5