1-(1-烯丙基环己基)吡咯烷 | 7418-88-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-(1-烯丙基环己基)吡咯烷
• 英文名称: 1-allyl-1-pyrrolidinocyclohexane
• 英文别名: 1-(1-Allylcyclohexyl)pyrrolidine；1-(1-prop-2-enylcyclohexyl)pyrrolidine
• CAS: 7418-88-4
• 化学式: C₁₃H₂₃N
• 分子量: 193.332
• InChiKey: LYJRVYUVVDMOSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  bromozinc(1+),prop-1-ene 、 1-cyclohexylidenepyrrolidin-1-ium;chloride 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 以87%的产率得到1-(1-烯丙基环己基)吡咯烷
  参考文献：
  名称：

  合成单胺叔胺可以有机合成金属亚胺：II。合成d'aminesβ-和α-烯基

  摘要：

  在这项工作中，最好的方法来制备和明确地以良好产率β-和α-烯叔胺：RR'CHNR“ 2（R不饱和基团，R'，R”烷基），从亚胺盐，一直评估。

  DOI：

  10.1016/s0022-328x(00)81000-1

文献信息

• Indium-Mediated Reactions of Enamines in the Presence of Acid
  作者：Laurent Tussa、Chrystèle Lebreton、Paul Mosset

  DOI：10.1002/chem.19970030713

  日期：1997.7

  AbstractThe reaction of enamines with allyl bromide and metallic indium in THF to afford homoallylamines was greatly accelerated by the addition of one equivalent of a suitable carboxylic acid, such as acetic acid. It was established that the likely mechanism consists of a nucleophilic addition of an indium sesquihalide to the iminium salt formed by protonation of the enamine. Substituted allyl bromides also reacted with complete allylic transposition (γ‐addition). In contrast to indium‐mediated allylation of carbonyl compounds in which only two of the three allyl groups of the sesquihalide are involved, all three allyl groups are involved in the reaction with enamines. As a result only 2/3 equiv of indium are required. This allylation was also performed with zinc, tin, bismuth, and aluminum in the presence of a catalytic amount of InCl3 instead of indium. However, these reactions invariably gave lower yields. The analogous reaction of methyl bromoacetate instead of allyl bromide was also studied. This “Reformatsky‐type” process was also greatly accelerated by the addition of one equivalent of acetic acid. In this case, the yields remained moderate for both indium and zinc.
• COURTOIS, G.;HARAMA, M.;MIGINIAC, PH., J. ORGANOMETAL. CHEM., 1981, 218, N 3, 275-298
  作者：COURTOIS, G.、HARAMA, M.、MIGINIAC, PH.

  DOI：——

  日期：——
• Synthese univoque d'amines tertiaires insaturees par voie organometallique a partir de sels d'immonium
  作者：G. Courtois、M. Harama、Ph. Miginiac

  DOI：10.1016/s0022-328x(00)81000-1

  日期：1981.10

  In this work, the best method to prepare unequivocally and in good yields β-and α-ethylenic tertiary amines: RR′CHNR″2 (R unsaturated group, R′, R″ alkyl groups), from immonium salts, has been evaluated.

  在这项工作中，最好的方法来制备和明确地以良好产率β-和α-烯叔胺：RR'CHNR“ 2（R不饱和基团，R'，R”烷基），从亚胺盐，一直评估。