1-[(2Z)-3-chloroprop-2-en-1-yl]piperidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-[(2Z)-3-chloroprop-2-en-1-yl]piperidine
• 英文别名: [(2Z)-3-chloroprop-2-en-1-yl]piperidine；((2Z)-3-chloroprop-2-enyl)piperidine；[(2z)-3-Chloroprop-2-en-1-yl]piperidine；1-[(Z)-3-chloroprop-2-enyl]piperidine
• 化学式: C₈H₁₄ClN
• 分子量: 159.659
• InChiKey: BHUQRWSKYCJKDU-PLNGDYQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  1-[(2Z)-3-chloroprop-2-en-1-yl]piperidine 、 正丁基氯化镁 在 iron(III)-acetylacetonate 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 1.5h， 以78%的产率得到(Z)-1-(hept-2-en-1-yl)piperidine
  参考文献：
  名称：

  Stereoselective synthesis of allylamines by iron-catalyzed cross-coupling of 3-chloroprop-2-en-1-amines with grignard reagents. Synthesis of naftifine

  摘要：

  A general procedure for the synthesis of trans- and cis-allylamines has been developed on the basis of iron-catalyzed cross-coupling of Grignard reagents with stereochemically pure 3-chloroprop-2-en-1-amines prepared by allylation of amines with commercially available 1,3-dichloropropene isomers.

  DOI：

  10.1134/s1070428014030038
• 作为产物：
  描述：

  哌啶 、 顺式-1,3-二氯丙烯 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以88%的产率得到1-[(2Z)-3-chloroprop-2-en-1-yl]piperidine
  参考文献：
  名称：

  Reactions of (E)- and (Z)-1,3-dichloropropenes with secondary amines

  摘要：

  An efficient procedure was developed for preparation of (E)- and (Z)-3-chloroprop-2-ne-1-ylamines from commercially available 1,3-dichloropropene.

  DOI：

  10.1134/s1070427211030293

文献信息

• Pd-Cu-catalyzed synthesis of N-(2E,4)- and N-(2Z,4)-enyne cyclic amines
  作者：A. Sh. Sunagatullina、R. N. Shakhmaev、V. V. Zorin

  DOI：10.1134/s1070428013050163

  日期：2013.5

  By Pd-Cu-catalyzed coupling of (2E)- and (2Z)-3-chloroprop-2-en-1-ylamines and alkynes a stereoselective method of the synthesis was developed for a series of (2E,4)- and (2Z,4)-enyne cyclic amines.
• US6359174B1
  申请人：——

  公开号：US6359174B1

  公开（公告）日：2002-03-19
• Stereoselective synthesis of allylamines by iron-catalyzed cross-coupling of 3-chloroprop-2-en-1-amines with grignard reagents. Synthesis of naftifine
  作者：R. N. Shakhmaev、A. Sh. Sunagatullina、V. V. Zorin

  DOI：10.1134/s1070428014030038

  日期：2014.3

  A general procedure for the synthesis of trans- and cis-allylamines has been developed on the basis of iron-catalyzed cross-coupling of Grignard reagents with stereochemically pure 3-chloroprop-2-en-1-amines prepared by allylation of amines with commercially available 1,3-dichloropropene isomers.
• Reactions of (E)- and (Z)-1,3-dichloropropenes with secondary amines
  作者：A. U. Takhautdinova、E. R. Mindiyarova、R. N. Shakhmaev、V. V. Zorin

  DOI：10.1134/s1070427211030293

  日期：2011.3

  An efficient procedure was developed for preparation of (E)- and (Z)-3-chloroprop-2-ne-1-ylamines from commercially available 1,3-dichloropropene.