1-[(3-trifluoromethylphenyl)amino]piperidine | 292164-75-1

• 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: 1-[(3-trifluoromethylphenyl)amino]piperidine
• 英文别名: N-[3-(trifluoromethyl)phenyl]piperidin-1-amine
• CAS: 292164-75-1
• 化学式: C₁₂H₁₅F₃N₂
• 分子量: 244.26
• InChiKey: SRRVERLHWFMYEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 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：
  5

反应信息

• 作为反应物：
  描述：

  1-[(3-trifluoromethylphenyl)amino]piperidine 在 水 、 氧气 、 亚甲兰 作用下， 以 乙腈 为溶剂， 反应 8.0h， 生成 1-[(3-trifluoromethylphenyl)amino]piperidin-2-one
  参考文献：
  名称：

  Cocquet, Guillaume; Ferroud, Clotilde; Simon, Patrice, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 6, p. 1147 - 1153

  摘要：

  DOI：
• 作为产物：
  描述：

  间溴三氟甲苯 、 1-氨基哌啶 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex caesium carbonate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以61%的产率得到1-[(3-trifluoromethylphenyl)amino]piperidine
  参考文献：
  名称：

  Palladium-catalyzed arylation of N,N-dialkylhydrazines and the subsequent conversion to anilines

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2007.09.177

文献信息

• 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。
• 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.
• Cocquet, Guillaume; Ferroud, Clotilde; Simon, Patrice, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 6, p. 1147 - 1153
  作者：Cocquet, Guillaume、Ferroud, Clotilde、Simon, Patrice、Taberna, Pierre-Louis

  DOI：——

  日期：——