(2-ethylpiperidin-1-yl)(phenyl)methanone

• 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: (2-ethylpiperidin-1-yl)(phenyl)methanone
• 英文别名: phenyl(2-ethylpiperidin-1-yl)methanone；(2-Ethylpiperidin-1-yl)-phenylmethanone
• 化学式: C₁₄H₁₉NO
• 分子量: 217.311
• InChiKey: JZGCFHXJJGEEAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2-ethylpiperidin-1-yl)(phenyl)methanone 在 silver tetrafluoroborate 、 水 、 Selectfluor 作用下， 以 丙酮 为溶剂， 反应 1.0h， 以85%的产率得到N-(6-fluorohexan-3-yl)benzamide
  参考文献：
  名称：

  [EN] A METHOD FOR FLUORINATED RING-OPENING OF A SUBSTRATE
  [FR] PROCÉDÉ D'OUVERTURE DE CYCLE FLUORÉ SUR UN SUBSTRAT

  摘要：

  在此披露的内容中，包括制备氟烷基胺的有用方法和制备α-含氧环状胺的有用方法。

  公开号：

  WO2019232245A1
• 作为产物：
  描述：

  碘苯 、 一氧化碳 、 2-乙基哌啶 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、3.0 MPa 条件下， 反应 8.0h， 生成 1-phenyl-2-(2-ethylpiperidin-1-yl)ethane-1,2-dione 、 (2-ethylpiperidin-1-yl)(phenyl)methanone
  参考文献：
  名称：

  吡啶鎓SILP-Pd催化剂存在下碘代芳烃的双羰基化

  摘要：

  在氨基羰基化反应中研究了钯催化剂固定在负载的离子液体相（SILP）上并吸附有1-丁基-4-甲基吡啶鎓氯化物的效率。发现双羰基化是使用不同的碘代芳烃和脂肪族胺作为底物的主要反应。苯胺衍生物作为亲核试剂的应用导致了取代苯甲酰胺的独家形成。将吸附的吡啶鎓离子液体的稳定作用与咪唑鎓和phospho衍生物的稳定作用进行了比较。事实证明，吡啶鎓SILP-钯催化剂至少可以循环使用10次。对所有基材进行了五个连续运行的可回收性测试。

  DOI：

  10.1016/j.jorganchem.2020.121287

文献信息

• Biohydroxylation Reactions Catalyzed by Enzymes and Whole-Cell Systems
  作者：Sabine L. Flitsch、Suzanne J. Aitken、Cathy S.-Y. Chow、Gideon Grogan、Adam Staines

  DOI：10.1006/bioo.1999.1135

  日期：1999.4

  The biohydroxylation of a number of cyclic substrates (3-24) containing aromatic side chains was used to compare substrate specificity and selectivity of hydroxylation using microbial enzymes and whole-cell biocatalysts. In general, the regioselectivity of reaction was remarkably similar between the different catalysts in that little aromatic or benzylic, but significant aliphatic hydroxylation was observed. However, a more detailed investigation of isolated products showed complementary substrate specificity, functional group compatibility, and regioselectivity of hydroxylation. Substrate specificity and regioselectivity could be further modulated by small changes to the nature of the aromatic side chain, which appears to play an important role in substrate recognition, (C) 1999 Academic Press.
• Phosphine-free double carbonylation of iodobenzene in the presence of reusable supported palladium catalysts
  作者：Máté Papp、Rita Skoda-Földes

  DOI：10.1016/j.molcata.2013.06.002

  日期：2013.11

  Various silica supported palladium catalysts were prepared and tested in the double carbonylation of iodobenzene in the presence of secondary amines. The catalysts were proved to produce alpha-ketoamide products with excellent selectivity in most cases. At the same time, bulky amines hindered double carbonylation and led to the formation of amides as the main products. Under optimal conditions, the catalysts could be recycled at least six times. An increase in the reaction time led to a decrease in the amount of leached palladium. (c) 2013 Elsevier B.V. All rights reserved.