piperidin-1-yl-o-tolyl-amine

• 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: piperidin-1-yl-o-tolyl-amine
• 英文别名: N-(2-methylphenyl)piperidin-1-amine
• 化学式: C₁₂H₁₈N₂
• 分子量: 190.288
• InChiKey: SOCQHPHNRHGCSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氯甲苯 、 1-氨基哌啶 在 tris(dibenzylideneacetone)dipalladium (0) potassium tert-butylate 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以87%的产率得到piperidin-1-yl-o-tolyl-amine
  参考文献：
  名称：

  钯催化Ñ的-Arylation N，N- -Dialkylhydrazines与芳基氯

  摘要：

  N，N- -二烷基N' -arylhydrazines已通常在高到经由反应优异的产率制备的N，N- -dialkylhydrazines与在Pd的存在下芳基氯化物2（DBA）3，XPHOS和NaO-叔卜在二恶烷在120°C下。与邻位取代的芳基氯化物已经通过使用获得的最佳结果2-（2'，6'-二甲氧基联苯）二环己基膦（配体d）作为配体。

  DOI：

  10.1002/adsc.200600299

文献信息

• Palladium-catalyzed arylation of N,N-dialkylhydrazines and the subsequent conversion to anilines
  作者：Xiaoxiang Liu、Michael Barry、Hwei-Ru Tsou

  DOI：10.1016/j.tetlet.2007.09.177

  日期：2007.11

  Palladium-catalyzed aminations of different ArBr with N,N-dialkylhydrazines are described. The reaction proceeded in moderate to excellent yield (up to 90%) with good functional groups compatibilities as cyano, ester, ketone and Boc-amine groups are all well tolerated. Several hydrazines were proved to be good coupling partners and this process provided a general method for the isosteric replacement of benzyl amines with arylhydrazines. Moreover, a method for the N-N bond cleavage of arylhydrazines was discovered, and this two-step sequence could be employed as an alternative synthesis of aniline derivatives. (c) 2007 Elsevier Ltd. All rights reserved.
• Palladium-CatalyzedN-Arylation ofN,N-Dialkylhydrazines with Aryl Chlorides
  作者：Sandro Cacchi、Giancarlo Fabrizi、Antonella Goggiamani、Simona Sgalla

  DOI：10.1002/adsc.200600299

  日期：2007.2.5

  N,N-Dialkyl-N′-arylhydrazines have been prepared usually in high to excellent yields via the reaction of N,N-dialkylhydrazines with aryl chlorides in the presence of Pd2(dba)3, Xphos and NaO-t-Bu in dioxane at 120 °C. With ortho-substituted aryl chlorides best results have been obtained by using 2-(2′,6′-dimethoxybiphenyl)dicyclohexylphosphine (ligand d) as the ligand.

  N，N- -二烷基N' -arylhydrazines已通常在高到经由反应优异的产率制备的N，N- -dialkylhydrazines与在Pd的存在下芳基氯化物2（DBA）3，XPHOS和NaO-叔卜在二恶烷在120°C下。与邻位取代的芳基氯化物已经通过使用获得的最佳结果2-（2'，6'-二甲氧基联苯）二环己基膦（配体d）作为配体。