1,1'-((4-fluorophenyl)methylene)dipiperidine | 68925-78-0

• 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: 1,1'-((4-fluorophenyl)methylene)dipiperidine
• 英文别名: 1-[(4-fluorophenyl)-piperidin-1-ylmethyl]piperidine
• CAS: 68925-78-0
• 化学式: C₁₇H₂₅FN₂
• 分子量: 276.397
• InChiKey: JMVMQZCFHLGYOO-UHFFFAOYSA-N

物化性质

• 沸点：
  342.0±32.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,1'-((4-fluorophenyl)methylene)dipiperidine 、 4-氟苯硼酸 在 2,2'-联吡啶 、 copper(I) bromide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以87%的产率得到1-[双-(4-氟苯基)-甲基]-哌啶
  参考文献：
  名称：

  Copper(I)-catalyzed coupling reaction of aryl boronic acids with N,O-acetals and N,N-aminals under atmosphere leading to α-aryl glycine derivatives and diarylmethylamine derivatives

  摘要：

  We demonstrated a copper(I)-catalyzed coupling reaction of aryl boronic acids with N,O-acetals and N,N-aminals leading to the synthesis of alpha-aryl glycines and diarylmethylamines. Under an ambient atmosphere, this catalytic system could be applied to the activation of a C(sp(3))-O bond of N,O-acetals with an ester and an aryl group, or without a coordinating substituent, as well as to a C(sp(3))-N bond of N,N-aminals. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.05.068
• 作为产物：
  描述：

  哌啶 、 对氟苯甲醛 以 苯 为溶剂， 反应 16.0h， 以96%的产率得到1,1'-((4-fluorophenyl)methylene)dipiperidine
  参考文献：
  名称：

  Copper(I)-catalyzed coupling reaction of aryl boronic acids with N,O-acetals and N,N-aminals under atmosphere leading to α-aryl glycine derivatives and diarylmethylamine derivatives

  摘要：

  We demonstrated a copper(I)-catalyzed coupling reaction of aryl boronic acids with N,O-acetals and N,N-aminals leading to the synthesis of alpha-aryl glycines and diarylmethylamines. Under an ambient atmosphere, this catalytic system could be applied to the activation of a C(sp(3))-O bond of N,O-acetals with an ester and an aryl group, or without a coordinating substituent, as well as to a C(sp(3))-N bond of N,N-aminals. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.05.068

文献信息

• Nucleophilic difluoromethylation of N,N-acetals with TMSCF2SO2Ph reagent promoted by trifluoroacetic acid: A facile access to α-difluoromethylated tertiary amines
  作者：Weizhou Huang、Chuanfa Ni、Yanchuan Zhao、Bing Gao、Jinbo Hu

  DOI：10.1016/j.jfluchem.2012.05.018

  日期：2012.11

  A protocol for the synthesis of difluoromethylated tertiary amines by nucleophilic difluoromethylation of N,N-acetals using TMSCF2SO2Ph reagent is developed. The reaction proceeds smoothly in 1,4-dioxane using K2CO3 as the initiator. A key feature of the reaction is that the in situ generated iminiums (from N,N-acetals and CF3COOH) could be fluoroalkylated in an efficient way. (C) 2012 Elsevier B.V. All rights reserved.