(Z)-N-benzyl-N-methyl-3-chloroprop-2-ene-1-ylamine | 56862-40-9

• 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: (Z)-N-benzyl-N-methyl-3-chloroprop-2-ene-1-ylamine
• 英文别名: (Z)-N-benzyl-N-methyl-3-chloro-prop-2-en-1-amine；benzyl-(3-chloro-allyl)-methyl-amine；Methyl-(γ-chlor-allyl)-benzylamin；Benzyl-(3-chlor-allyl)-methyl-amin；(z)-N-benzyl-N-methyl-3-chloroprop-2-ene-1-ylamine；(Z)-N-benzyl-3-chloro-N-methylprop-2-en-1-amine
• CAS: 56862-40-9
• 化学式: C₁₁H₁₄ClN
• 分子量: 195.692
• InChiKey: NDDYEBUDPIWUTI-YVMONPNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  溴化氰 、 (Z)-N-benzyl-N-methyl-3-chloroprop-2-ene-1-ylamine 生成 (3-chloro-allyl)-methyl-carbamonitrile
  参考文献：
  名称：

  v.Braun; Kuehn; Weismantel, Justus Liebigs Annalen der Chemie, 1926, vol. 449, p. 260

  摘要：

  DOI：
• 作为产物：
  描述：

  顺式-1,3-二氯丙烯 、 N-甲基苄胺 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以78%的产率得到(Z)-N-benzyl-N-methyl-3-chloroprop-2-ene-1-ylamine
  参考文献：
  名称：

  Weakly ligated palladium complexes PdCl2(RCN)2 in piperidine: versatile catalysts for Sonogashira reaction of vinyl chlorides at room temperature

  摘要：

  Copper iodide and weakly ligated palladium complexes PdCl2(RCN)(2) (R = Ph, Me) catalyzed efficiently the coupling reaction of vinyl chlorides with 1-alkynes in the presence of piperidine to give the corresponding conjugated enynes in good to excellent yields. The reaction takes place rapidly and cleanly at room temperature. Application to the synthesis of terbinafine which exhibits strong antimycotic activity has been realized. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00909-8

文献信息

• Fe-catalyzed cross-coupling of 3-chloroprop-2-en-1-ylamines with sec-butylmagnesium bromide
  作者：R. N. Shakhmaev、A. Sh. Sunagatullina、V. V. Zorin

  DOI：10.1134/s1070363214080349

  日期：2014.8
• Weakly ligated palladium complexes PdCl2(RCN)2 in piperidine: versatile catalysts for Sonogashira reaction of vinyl chlorides at room temperature
  作者：Mouâd Alami、Benoit Crousse、Fabiola Ferri

  DOI：10.1016/s0022-328x(00)00909-8

  日期：2001.4

  Copper iodide and weakly ligated palladium complexes PdCl2(RCN)(2) (R = Ph, Me) catalyzed efficiently the coupling reaction of vinyl chlorides with 1-alkynes in the presence of piperidine to give the corresponding conjugated enynes in good to excellent yields. The reaction takes place rapidly and cleanly at room temperature. Application to the synthesis of terbinafine which exhibits strong antimycotic activity has been realized. (C) 2001 Elsevier Science B.V. All rights reserved.
• v.Braun; Kuehn; Weismantel, Justus Liebigs Annalen der Chemie, 1926, vol. 449, p. 260
  作者：v.Braun、Kuehn、Weismantel

  DOI：——

  日期：——