N,N-diethyl-2-methyloctanamide | 215394-00-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N-diethyl-2-methyloctanamide
• CAS: 215394-00-6
• 化学式: C₁₃H₂₇NO
• 分子量: 213.363
• InChiKey: GGJUWXQBIPMGHA-UHFFFAOYSA-N

物化性质

• 沸点：
  267.0±8.0 °C(Predicted)
• 密度：
  0.860±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-碘辛烷 、 一氧化碳 、 二乙胺 在 偶氮二异丁腈 、 烯丙基三丁基锡 、 三乙胺 作用下， 以 正己烷 为溶剂， 80.0 ℃ 、2.53 MPa 条件下， 反应 8.0h， 以89%的产率得到N,N-diethyl-2-methyloctanamide
  参考文献：
  名称：

  Metal catalyst-free by design. The synthesis of amides from alkyl iodides, carbon monoxide and amines by a hybrid radical/ionic reaction

  摘要：

  酰胺可在 CO（20-25 atm）存在下由烷基碘化物和胺合成，无需使用过渡金属催化剂；自由基级联是使用 AIBN 和烯丙基三丁基锡热引发的。

  DOI：

  10.1039/a805815f

文献信息

• Metal catalyst-free by design. The synthesis of amides from alkyl iodides, carbon monoxide and amines by a hybrid radical/ionic reaction
  作者：Ilhyong Ryu、Kiyoto Nagahara、Nobuaki Kambe、Noboru Sonoda、Sergio Kreimerman、Mitsuo Komatsu

  DOI：10.1039/a805815f

  日期：——

  Amides can be synthesized from alkyl iodides and amines in the presence of CO (20–25 atm), without using transition metal catalyst; the radical cascade is initiated thermally using AIBN and allyltributyltin.

  酰胺可在 CO（20-25 atm）存在下由烷基碘化物和胺合成，无需使用过渡金属催化剂；自由基级联是使用 AIBN 和烯丙基三丁基锡热引发的。
• TRIFLUOROMETHYLTHIOPHENIUM DERIVATIVE SALT, METHOD FOR PRODUCING THE SAME, AND METHOD FOR PRODUCING TRIFLUOROMETHYL-CONTAINING COMPOUNDS USING THE SAME
  申请人：Shibata Norio

  公开号：US20120130090A1

  公开（公告）日：2012-05-24

  A trifluoromethylthiophenium derivative salt useful as synthetic intermediates for pharmaceuticals and agrochemicals, a method for producing the same, and a method for producing trifluoromethyl-containing compounds using the same are provided. An S-(trifluoromethyl)-benzo[b]thiophenium derivative salt is represented by the following general formula (1): wherein R 1 , R 2 , R 3 , and R 4 are each independently a hydrogen atom, a methyl group, an ethyl group, a linear, branched, or cyclic alkyl group having 3 to 10 carbon atoms, a methoxy group, an ethoxy group, a linear, branched, or cyclic alkyloxy group having 3 to 10 carbon atoms, a fluorine atom, a chlorine atom, a bromine atom, a nitro group, or a cyano group, R 5 is a methyl group, an ethyl group, a linear, branched, or cyclic alkyl group having 3 to 10 carbon atoms, a phenyl group, or a substituted phenyl group, and X − represents an anion. Various trifluoromethyl-containing compounds are produced using a method for producing the S-(trifluoromethyl)-benzo[b]thiophenium derivative salt, and using the S-(trifluoromethyl)-benzo[b]thiophenium derivative salt as a trifluoromethylating agent.

  本发明提供一种三氟甲基噻吩盐衍生物，可用作制药和农药的合成中间体，以及其制备方法和使用该盐衍生物制备含三氟甲基化合物的方法。S-(三氟甲基)-苯并[b]噻吩盐衍生物由下列普通式（1）表示：其中，R1、R2、R3和R4各自独立地是氢原子、甲基基团、乙基基团、具有3至10个碳原子的线性、支链或环烷基基团、甲氧基基团、乙氧基基团、具有3至10个碳原子的线性、支链或环烷氧基基团、氟原子、氯原子、溴原子、硝基或氰基，R5是甲基基团、乙基基团、具有3至10个碳原子的线性、支链或环烷基基团、苯基或取代苯基，X-表示阴离子。使用制备S-(三氟甲基)-苯并[b]噻吩盐衍生物的方法以及使用S-(三氟甲基)-苯并[b]噻吩盐衍生物作为三氟甲基化试剂可以制备各种三氟甲基含量的化合物。
• Palladium‐Catalyzed Hydroaminocarbonylation of Olefins with Aliphatic Amines without Additives
  作者：Fanni Bede、László Kollár、Nándor Lambert、Péter Huszthy、Péter Pongrácz

  DOI：10.1002/ejoc.202300571

  日期：2023.8.14

  Hydroaminocarbonylation of olefins with aliphatic amines was successfully performed without acidic additives. Despite the strong basicity of the nucleophiles, targeted amide derivatives of styrene, oct-1-ene and isoprene were obtained with high chemo- and regioselectivity. Mechanistic considerations were made supported by experimental observations.

  烯烃与脂肪胺的氢氨基羰基化反应在没有酸性添加剂的情况下成功进行。尽管亲核试剂具有强碱性，但仍以高化学和区域选择性获得了苯乙烯、辛-1-烯和异戊二烯的靶向酰胺衍生物。机制方面的考虑得到了实验观察的支持。
• TRIFLUOROMETHYLTHIOPHENIUM DERIVATIVE SALTS, PROCESS FOR PRODUCITON THEREOF, AND PROCESS FOR PRODUCTION OF TRIFLUOROMETHYL-CONTAINING COMPOUNDS USING SAME
  申请人：Nagoya Institute of Technology

  公开号：EP2460802A1

  公开（公告）日：2012-06-06

  A trifluoromethylthiophenium derivative salt useful as synthetic intermediates for pharmaceuticals and agrochemicals, a method for producing the same, and a method for producing trifluoromethyl-containing compounds using the same are provided. An S-(trifluoromethyl)-benzo[b]thiophenium derivative salt is represented by the following general formula (1): wherein R1, R2, R3, and R4 are each independently a hydrogen atom, a methyl group, an ethyl group, a linear, branched, or cyclic alkyl group having 3 to 10 carbon atoms, a methoxy group, an ethoxy group, a linear, branched, or cyclic alkyloxy group having 3 to 10 carbon atoms, a fluorine atom, a chlorine atom, a bromine atom, a nitro group, or a cyano group, R5 is a methyl group, an ethyl group, a linear, branched, or cyclic alkyl group having 3 to 10 carbon atoms, a phenyl group, or a substituted phenyl group, and X- represents an anion. Various trifluoromethyl-containing compounds are produced using a method for producing the S-(trifluoromethyl)-benzo[b]thiophenium derivative salt, and using the S-(trifluoromethyl)-benzo[b]thiophenium derivative salt as a trifluoromethylating agent.

  本发明提供了一种可用作医药和农用化学品合成中间体的三氟甲基噻吩衍生物盐、生产该衍生物盐的方法以及使用该衍生物盐生产含三氟甲基化合物的方法。一种 S-(三氟甲基)-苯并[b]噻吩衍生物盐由以下通式(1)表示： 其中 R1、R2、R3 和 R4 各自独立地为氢原子、甲基、乙基、具有 3 至 10 个碳原子的直链、支链或环状烷基、甲氧基、乙氧基、具有 3 至 10 个碳原子的直链、支链或环状烷氧基、氟原子、氯原子、溴原子、硝基或氰基，R5 是甲基、乙基、具有 3 至 10 个碳原子的直链、支链或环状烷基、苯基或取代苯基，X- 代表阴离子。使用生产 S-(三氟甲基)-苯并[b]噻吩衍生物盐的方法，并使用 S-(三氟甲基)-苯并[b]噻吩衍生物盐作为三氟甲基化剂，可生产出各种含三氟甲基的化合物。
• Atom transfer carbonylation using ionic liquids as reaction media
  作者：Takahide Fukuyama、Takaya Inouye、Ilhyong Ryu

  DOI：10.1016/j.jorganchem.2006.08.072

  日期：2007.1

  Photo-induced ATC reactions of RI, CO, and amines to produce amides, were examined using ionic liquids, such as [bmim]PF6 and [bmim]NTf2, as reaction media in the presence of a catalytic amount of a Pd-carbene complex. When the primary alkyl iodide was used, the yield of the amide was lowered due to competing S(N)2 reactions between RI and amines, whereas the reaction of the tertiary alkyl iodides was dependent on the structure of the substrates. ATC reactions of a wide variety of secondary RI proceeded smoothly when ionic liquids were used as reaction media. The Pd-catalyst and ionic liquid could also be recycled. (c) 2006 Elsevier B.V. All rights reserved.