allyl-butyliden-amine | 30532-99-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: allyl-butyliden-amine
• 英文别名: Butyraldehyd-allylimin；Allyl-butyliden-amin；N-Butylidenallylamin；Butylidenallylamin；N-prop-2-enylbutan-1-imine
• CAS: 30532-99-1
• 化学式: C₇H₁₃N
• 分子量: 111.187
• InChiKey: SKKKRDKTNLAYPY-UHFFFAOYSA-N

物化性质

• 沸点：
  128 °C(Press: 773 Torr)
• 密度：
  0.7968 g/cm3(Temp: 0 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  allyl-butyliden-amine 在 乙醇 、 sodium 作用下， 生成 N-乙烯基甲基(1-丁基)胺
  参考文献：
  名称：

  Tiollais, Bulletin de la Societe Chimique de France, 1947, p. 960

  摘要：

  DOI：
• 作为产物：
  描述：

  正丁醛 、 丙烯胺 以 苯 为溶剂， 以68%的产率得到allyl-butyliden-amine
  参考文献：
  名称：

  Preparation of 3-aza-Cope rearrangement of N-alkyl-N-allyl enamines

  摘要：

  The [3,3] charge-accelerated rearrangement of N-allyl-N-isobutyl enamine substrates to gamma,delta-unsaturated imine products and subsequent reduction to the corresponding N-alkyl delta,epsilon-unsaturated amines is reported. Several routes to the N-allyl-N-isobutyl enamines were established for the enamine prepared from isobutyraldehyde. With use of the most efficient route developed, enamines derived from butanal, 2-phenylpropanal, cyclohexanone, and cyclopentanone were prepared in 58 to 92% overall yield in three steps from allylamine. In the case of butanal, the E isomer was formed exclusively, while the enamine from 2-phenylpropanal was prepared with an E to Z selectivity of 86:14. Heating these N-allyl-N-isobutyl enamines in refluxing dioxane with 0.5 equiv of HCl produced [3,3] rearrangement for substrates derived from isobutyraldehyde, 2-phenylpropanal, and cyclohexanone; the enamines of n-butanal and cyclopentanone were found to react through alternate pathways.

  DOI：

  10.1021/jo00019a021

文献信息

• An Effective Method To Prepare Imines from Aldehyde, Bromide/Epoxide, and Aqueous Ammonia
  作者：Jing-Mei Huang、Jue-Fei Zhang、Yi Dong、Wen Gong

  DOI：10.1021/jo102455q

  日期：2011.5.6

  three-component reaction of aldehydes, alkyl bromides, and ammonia to form imines was studied. Aqueous ammonia was applied as the nitrogen source and solvent in the reaction. For the aromatic aldehyde, the product yields are good to excellent and the reaction conditions are mild to be compatible with a range of functional groups. The reaction of aldehydes and aqueous ammonia with epoxides was also studied and

  研究了醛，烷基溴和氨的三组分反应形成亚胺。在反应中使用氨水作为氮源和溶剂。对于芳族醛，产物收率良好至优异，并且反应条件温和以与一系列官能团相容。还研究了醛和氨水与环氧化物的反应，可以有效和区域选择性地获得带有邻位羟基的亚胺。研究表明，该方法可以高产率选择性地合成伯胺，尤其是1,2-氨基醇。建议该反应途径可能涉及氢苯甲酰胺的关键中间体。
• Antitumor activity of some polynitrile derivatives
  作者：O. E. Nasakin、A. N. Lyshchikov、Ya. S. Kayukov、V. P. Sheverdov

  DOI：10.1007/bf02524593

  日期：2000.4
• Tiollais, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1947, vol. 224, p. 1116,1117
  作者：Tiollais

  DOI：——

  日期：——
• Heteroaromatization of aliphatic imines in the presence of an aluminum-potassium catalyst
  作者：G. Ya. Kondrat'eva、Yu. S. Dol'skaya、E. A. Aleksandrova、B. A. Kazanskii

  DOI：10.1007/bf00475225

  日期：1972.7
• Synthesis of nitrogenous heterocycles of a new type by cyclocooligomerization of 1,3-dienes with furfuraldimines in the presence of nickel complexes
  作者：U. M. Dzhemilev、L. Yu. Gubaidullin、G. A. Tolstikov

  DOI：10.1007/bf00946677

  日期：1978.11