3-癸基喹啉 | 882041-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 3-癸基喹啉
• 英文名称: 3-Decylquinoline
• CAS: 882041-07-8
• 化学式: C₁₉H₂₇N
• 分子量: 269.43
• InChiKey: SXTIHZXBMJIIQL-UHFFFAOYSA-N

物化性质

• 沸点：
  388.4±11.0 °C(Predicted)
• 密度：
  0.956±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-溴喹啉 、 1-碘癸烷 在 四甲基乙二胺 、 di-tert-butyl[dichloro({di-tert-butyl[4-(dimethylamino)phenyl]phosphaniumyl})palladio][4-(dimethylamino)phenyl]phosphanium 、 锌 作用下， 以 水 为溶剂， 反应 24.0h， 以68%的产率得到3-癸基喹啉
  参考文献：
  名称：

  Cross-couplings of alkyl halides with heteroaromatic halides, in water at room temperature

  摘要：

  Zn-mediated, Pd-catalyzed cross-coupling reactions between heteroaromatic and alkyl halides can be done at room temperature in pure water using a commercially available Pd catalyst and PTS, a nanomicelle-forming amphiphile. Notably, zinc metal inserts selectively into a carbon sp(3)-halide bond, while palladium adds oxidatively to a carbon sp(2)-bond. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.160

文献信息

• A copper(II)-catalyzed protocol for modified Friedländer quinoline synthesis
  作者：Chan Sik Cho、Wen Xiu Ren、Sang Chul Shim

  DOI：10.1016/j.tetlet.2006.07.067

  日期：2006.9

  2-Aminobenzyl alcohol reacts with an array of ketones in dioxane at 100 °C in the presence of a catalytic amount of CuCl2 along with KOH under O2 atmosphere to afford the corresponding quinolines in good yields. 2-Aminobenzyl alcohol is also oxidatively coupled and cyclized with various aldehydes by step-by-step procedure, an initial treatment of 2-aminobenzyl alcohol in the presence of CuCl2 and KOH

  2-氨基苄醇在O 2气氛下，在催化量的CuCl 2和KOH的存在下，在100°C的条件下与一系列酮在二恶烷中反应，以高收率提供相应的喹啉。还通过逐步操作步骤将2-氨基苄醇氧化偶联并与各种醛环化，在CuCl 2和KOH存在下于O 2气氛下于二恶烷中对2-氨基苄醇进行初始处理，然后将醛添加至混合物，然后在氩气气氛下搅拌，以中等至良好的产率得到3-取代的喹啉。
• PROCESS FOR PRODUCTION OF BIS-QUATERNARY AMMONIUM SALT, AND NOVEL INTERMEDIATE
  申请人：Okamoto Kuniaki

  公开号：US20120130107A1

  公开（公告）日：2012-05-24

  Object To provide a method for producing a bis-quaternary ammonium salt efficiently and a novel synthetic intermediate thereof. Solution The present invention relates to a method for producing a bis-quaternary ammonium salt represented by a general formula [3] which comprises reacting a disulfonic acid ester represented by a general formula [1] (in the formula, definitions of two R 1 's and T are as described in claim 1 ) with a tertiary amine represented by a general formula [2] (in the formula, definitions of R 3 to R 5 are as described in claim 1 ), and a disulfonic acid ester represented by a general formula [1′] (in the formula, two R 16 's represent independently a halogen atom or a C1-C3 fluoroalkyl group, and two m's represent independently an integer of 1 to 5).

  提供一种高效生产双季铵盐和其新型合成中间体的方法。本发明涉及一种生产由通用式[3]表示的双季铵盐的方法，包括将由通用式[1]表示的二磺酸酯（在该式中，两个R1和T的定义如权利要求1中所述）与由通用式[2]表示的三级胺（在该式中，R3到R5的定义如权利要求1中所述）以及由通用式[1']表示的二磺酸酯（在该式中，两个R16独立表示卤原子或C1-C3氟烷基，两个m独立表示1至5的整数）反应。
• Nickel‐Catalyzed Sequential Dehydrogenation and Cyclization of 2‐Amino(Nitro)‐benzyl Alcohols with Alkyl Alcohols: Synthesis of C‐3‐Substituted Quinolines
  作者：Motahar Sk、Atanu Bera、Debasis Banerjee

  DOI：10.1002/cctc.202300412

  日期：2023.6.9

  We herein reported a general and efficient Ni‐catalyzed protocol for sequential double de‐hydrogenative cyclization of 2‐amino(nitro)‐benzyl alcohols with primary alcohols to C‐3‐substituted quinolines releasing water and dihydrogen as by products. As a special highlight, late stage functionalization of cholesterol derivative including chemo‐selective transformations of citronellol, fatty acid derived oleyl alcohol and long chain C₄−C₁₄ alkyl alcohols were reported. Initial mechanistic studies including deuterium‐labelling experiments were perform to establish the de‐hydrogenative cyclization.

  摘要我们在此报告了一种通用、高效的镍催化方案，用于 2-氨基（硝基）-苄醇与伯醇的连续双脱氢环化，生成 C-3 取代的喹啉，释放出水和二氢作为副产物。作为特别亮点，报告了胆固醇衍生物的后期功能化，包括香茅醇、脂肪酸衍生的油醇和长链 C4-C14 烷醇的化学选择性转化。为确定脱氢环化，进行了初步的机理研究，包括氘标记实验。
• Novel disulfonic acid ester as an additive for an electrolyte for a lithium secondary battery
  申请人：Wako Pure Chemical Industries, Ltd.

  公开号：EP2821395A2

  公开（公告）日：2015-01-07

  Object To provide a method for producing a bis-quaternary ammonium salt efficiently and a novel synthetic intermediate thereof. Solution The present invention relates to a method for producing a bis-quaternary ammonium salt represented by a general formula [3] which comprises reacting a disulfonic acid ester represented by a general formula [1] (in the formula, definitions of two R1's and T are as described in Claim 1) with a tertiary amine represented by a general formula [2] (in the formula, definitions of R3 to R5 are as described in Claim 1), and a novel disulfonic acid ester represented by a general formula [1'] (in the formula, two R16's represent independently a halogen atom or a C1-C3 fluoroalkyl group, and two m's represent independently an integer of 1 to 5) as an additive for an electrolyte for a lithium secondary battery.

  目的 提供一种高效生产双季铵盐的方法及其新型合成中间体。 本发明涉及一种生产通式[3]代表的双季铵盐的方法，该方法包括将通式[1]代表的二磺酸酯（式中，两个 R1 和 T 的定义如权利要求 1 所述）与通式[2]代表的叔胺（式中、R3至R5的定义如权利要求1所述），以及通式[1']代表的新型二磺酸酯（式中，两个R16独立地代表卤素原子或C1-C3氟烷基，两个m独立地代表1至5的整数），作为锂二次电池电解液的添加剂。
• US8716513B2
  申请人：——

  公开号：US8716513B2

  公开（公告）日：2014-05-06