N-benzylidene-1-hexaneamine | 19340-96-6

• 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: N-benzylidene-1-hexaneamine
• 英文别名: (E)-N-hexyl-1-phenylmethanimine；(E)-N-benzylidenehexan-1-amine；benzylidene hexylamine
• CAS: 19340-96-6
• 化学式: C₁₃H₁₉N
• 分子量: 189.301
• InChiKey: CWAMCURXZDICGS-WYMLVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  14.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  N-benzylidene-1-hexaneamine 在 sodium tungstate 、 双氧水 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以70%的产率得到2-Hexyl-3-phenyl-oxaziridin
  参考文献：
  名称：

  An Inexpensive and Selective Oxygenation ofN-Alkyl Imines to Oxaziridines

  摘要：

  在温和条件下，用乙腈中的钨酸钠-30% H2O2 以高选择性的方式将一系列 N-烷基亚胺氧化成相应的氧氮丙啶。

  DOI：

  10.1055/s-2005-865219
• 作为产物：
  描述：

  正己胺 、 苯甲醇 在 palladium on aluminium oxyhydroxide 、 氧气 作用下， 90.0 ℃ 、101.33 kPa 条件下， 反应 20.0h， 以93%的产率得到N-benzylidene-1-hexaneamine
  参考文献：
  名称：

  One-Pot Synthesis of Imines and Secondary Amines by Pd-Catalyzed Coupling of Benzyl Alcohols and Primary Amines

  摘要：

  Imines and secondary amines were synthesized selectively by controlling reaction conditions for the Pd-catalyzed one-pot reactions of benzyl alcohols with primary amines. The reactions did not require any additives and were effective for a wide range of alcohols and amines.

  DOI：

  10.1021/jo8026609

文献信息

• Zr4+-Catalyzed Efficient Synthesis of α-Aminophosphonates
  作者：J. S. Yadav、B. V. S. Reddy、K. Sarita Raj、K. Bhaskar Reddy、A. R. Prasad

  DOI：10.1055/s-2001-18444

  日期：——

  Aldimines undergo nucleophilic addition with diethyl phosphite in the presence of a catalytic amount of zirconium tetrachloride at ambient temperature to afford the corresponding α-aminophosphonates in high yields with high selectivity.

  在环境温度下，在催化量的四氯化锆存在下，醛亚胺与亚磷酸二乙酯发生亲核加成反应，以高收率和高选择性得到相应的 α-氨基膦酸酯。
• [EN] MANGANESE BASED COMPLEXES AND USES THEREOF FOR HOMOGENEOUS CATALYSIS<br/>[FR] COMPLEXES À BASE DE MANGANÈSE ET LEURS UTILISATIONS SERVANT À UNE CATALYSE HOMOGÈNE
  申请人：YEDA RES & DEV

  公开号：WO2017137984A1

  公开（公告）日：2017-08-17

  The present invention relates to novel manganese complexes and their use, inter alia, for homogeneous catalysis in (1) the preparation of imine by dehydrogenative coupling of an alcohol and amine; (2) C-C coupling in Michael addition reaction using nitriles as Michael donors; (3) dehydrogenative coupling of alcohols to give esters and hydrogen gas (4) hydrogenation of esters to form alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di- lactones), or polyesters); (5) hydrogenation of amides (including cyclic dipeptides, lactams, diamide, polypeptides and polyamides) to alcohols and amines (or diamine); (6) hydrogenation of organic carbonates (including polycarbonates) to alcohols or hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (7) dehydrogenation of secondary alcohols to ketones; (8) amidation of esters (i.e., synthesis of amides from esters and amines); (9) acylation of alcohols using esters; (10) coupling of alcohols with water and a base to form carboxylic acids; and (11) preparation of amino acids or their salts by coupling of amino alcohols with water and a base. (12) preparation of amides (including formamides, cyclic dipeptides, diamide, lactams, polypeptides and polyamides) by dehydrogenative coupling of alcohols and amines; (13) preparation of imides from diols.

  本发明涉及新型锰配合物及其用途，包括但不限于在以下领域进行均相催化：（1）通过醇和胺的脱氢偶联制备亚胺；（2）使用腈作为迈克尔供体进行迈克尔加成反应中的C-C偶联；（3）将醇脱氢偶联以得到酯和氢气；（4）将酯加氢以形成醇（包括环酯（内酯）或环二酯（二内酯）或聚酯的加氢）；（5）将酰胺（包括环二肽、内酰胺、二酰胺、多肽和聚酰胺）加氢以得到醇和胺（或二胺）；（6）将有机碳酸酯（包括聚碳酸酯）加氢以得到醇或将氨基甲酸酯（包括聚氨基甲酸酯）或脲衍生物加氢以得到醇和胺；（7）将二级醇脱氢以得到酮；（8）酯的酰胺化（即从酯和胺合成酰胺）；（9）使用酯对醇进行酰化；（10）将醇与水和碱偶联以形成羧酸；以及（11）通过氨基醇与水和碱的偶联制备氨基酸或其盐。（12）通过醇和胺的脱氢偶联制备酰胺（包括甲酰胺、环二肽、二酰胺、内酰胺、多肽和聚酰胺）；（13）从二醇制备酰亚胺。
• Direct, Palladium-Catalyzed, Multicomponent Synthesis of β-Lactams from Imines, Acid Chloride, and Carbon Monoxide
  作者：Rajiv Dhawan、Rania D. Dghaym、Daniel J. St. Cyr、Bruce A. Arndtsen

  DOI：10.1021/ol061308j

  日期：2006.8.1

  A new palladium-catalyzed synthesis of 3-amido-substituted beta-lactams is reported. This process involves the one-pot coupling of four components, imines, carbon monoxide, and acid chloride, providing a flexible route to construct this class of heterocycle. The generation of beta-lactams with two different imines can also be accomplished, providing a method to assemble these products with independent

  据报道一种新的钯催化的3-氨基取代的β-内酰胺的合成。此过程涉及一锅耦合的四个组件，亚胺，一氧化碳和酰氯，为构建此类杂环提供了灵活的途径。具有两种不同亚胺的β-内酰胺的生成也可以完成，从而提供了一种组装这些产物的方法，这些产物可以独立控制五个单独的取代基。
• Copper-Catalyzed Aerobic Oxidation of Amines to Imines under Neat Conditions with Low Catalyst Loading
  作者：Rajendra D. Patil、Subbarayappa Adimurthy

  DOI：10.1002/adsc.201100100

  日期：2011.7

  The copper (I)‐catalyzed direct synthesis of imines from amines under mild aerobic conditions is described. The method is applicable for the synthesis of various imines from corresponding amines such as benzylic, aliphatic, cyclic secondary, heteroaromatic species and the oxidative condensation of benzylamines with anilines extends the scope of the CuCl catalytic system. Noteworthy, solvent‐free procedure

  描述了铜（I）在温和的好氧条件下由胺直接合成亚胺的过程。该方法适用于由相应的胺如苄基，脂族，环状仲，杂芳族物质合成各种亚胺，并且苄胺与苯胺的氧化缩合扩大了CuCl催化体系的范围。值得注意的是，无溶剂程序，空气作为一种良性氧化剂以及廉价，容易获得的催化剂是该方法的重要优势。
• Aerobic Oxidative Homo- and Cross-Coupling of Amines Catalyzed by Phenazine Radical Cations
  作者：Rok Brišar、Felix Unglaube、Dirk Hollmann、Haijun Jiao、Esteban Mejía

  DOI：10.1021/acs.joc.8b02345

  日期：2018.11.2

  Phenazine radical cations (PhRCs) were used for the first time as efficient metal-free catalysts for the oxidative homo- and cross-coupling of a variety of different amines. A series of functional PhRCs were prepared, characterized with X-ray diffraction, and their radical character was investigated with DFT calculations. They were tested as catalysts under neat conditions with low oxygen pressure

  吩嗪自由基阳离子（PhRCs）首次作为有效的无金属催化剂用于多种不同胺类的氧化均相和交叉偶联。制备了一系列功能性PhRC，通过X射线衍射对其进行了表征，并通过DFT计算研究了它们的自由基特性。它们在低氧压力的纯净条件下作为催化剂进行测试，以高收率制备均相和交联的脂族和芳族亚胺。尽管所有合成的吩嗪均具有催化活性，但使用5,10-二氢-5,10-二甲基吩嗪自由基阳离子可获得最高的反应速率和最佳的选择性。通过荧光，紫外可见和EPR光谱，提出了PhRCs催化氧化胺偶联的机理。