2-(phenylamino)hexan-1-ol | 798551-71-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(phenylamino)hexan-1-ol
• 英文别名: 2-Anilinohexan-1-ol
• CAS: 798551-71-0
• 化学式: C₁₂H₁₉NO
• 分子量: 193.289
• InChiKey: ZHNPLOHUPAFLBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-phenyliminohexanoic acid phenyl ester 在 lithium aluminium tetrahydride 作用下， 生成 2-(phenylamino)hexan-1-ol
  参考文献：
  名称：

  亚硝基苯介导的 C−C 键裂解反应和 Oxazetidin-4-one 环系的光谱观察

  摘要：

  虽然键形成过程传统上引起了化学界的关注，但促进键断裂的方法仍然相对不发达。我们报告了一种新颖的、无过渡金属的氧化 CC 键裂解过程，用于广泛的酯和二羰基化合物，包括碳负离子加成到亚硝基苯。对亚硝基苯介导的酯类氧化脱羧反应的 ReactIR 实验表明，该反应是通过先前未观察到的 oxazetidin-4-one 杂环的断裂而进行的，其特征是在 1846 cm-1 处具有强烈的 IR 拉伸频率。这些机理研究允许该协议进一步扩展到各种 β-酮酯和 1,3-二酮底物的酮裂解反应。

  DOI：

  10.1021/ja804325f

文献信息

• N-Fluorobenzenaminium tetrafluoroborate generated in situ by aniline and Selectfluor as a reusable catalyst for the ring opening of epoxides with amines under microwave irradiation
  作者：ManMohan Singh Chauhan、Geeta Devi Yadav、Firasat Hussain、Surendra Singh

  DOI：10.1039/c4cy00609g

  日期：——

  The ring opening of epoxides with aromatic and aliphatic amines was carried out under solvent free conditions using N-fluorobenzenaminium tetrafluoroborate (2 mol%) generated in situ by the reaction of aniline and Selectfluor as a catalyst with microwave irradiation. Excellent yields of β-amino alcohols were obtained. The catalyst also results in the retention of the stereochemistry for the ring opening

  环氧化物与芳族和脂族胺的开环反应是在无溶剂条件下，使用苯胺和Selectfluor作为催化剂在微波辐射下原位生成的N-氟苯甲铵四氟硼酸酯（2摩尔％）进行的。获得了优异的β-氨基醇收率。该催化剂还导致保留对映纯环氧化物与胺的开环的立体化学。回收催化剂并将其重复使用多达4个循环，以使环己烯氧化物与苯胺开环。
• Comparative Study of Regioselective Synthesis of β-Aminoalcohols under Solventless Conditions Catalyzed by Sulfated Zirconia and SZ/MCM-41
  作者：Guillermo Negrón-Silva、C. Hernández-Reyes、Deyanira Angeles-Beltrán、Leticia Lomas-Romero、Eduardo González-Zamora、Juan Méndez-Vivar

  DOI：10.3390/12112515

  日期：——

  Sulfated zirconia and SZ/MCM-41 were used as catalysts for the synthesis of β-aminoalcohols via epoxide aminolysis. Sulfated zirconia was prepared by sol-gel andSZ/MCM-41 was obtained by impregnation. Solid catalysts were characterized by XRD,SEM-EDS, UV-Vis, FT-IR pyridine desorption and Nitrogen physisorption. Both acidmaterials were useful as catalysts, even when they were recycled several times. The β-aminoalcohols were characterized by FT-IR, 1H- and 13C-NMR and GC-MS.

  硫酸化氧化锆和 SZ/MCM-41 被用作催化剂，通过环氧化物氨解合成 β-氨基醇。硫酸化氧化锆通过溶胶-凝胶法制备，SZ/MCM-41 通过浸渍法制备。固体催化剂通过 XRD、SEM-EDS、UV-Vis、FT-IR 吡啶解吸和氮物理吸附进行了表征。这两种酸性材料作为催化剂都很有用，甚至可以多次循环使用。傅立叶变换红外光谱、1H- 和 13C-NMR 以及气相色谱-质谱对 β-氨基丙醇进行了表征。
• Magnetic g-C3N4 nanocomposite-catalyzed environmentally benign aminolysis of epoxide
  作者：Tahereh Soleymani Ahooie、Najmedin Azizi、Mohammad Mahmoudi Hashemi、Issa Yavari

  DOI：10.1007/s11164-017-3176-0

  日期：2018.2

  prepared and used as a novel magnetically retrievable nanocatalyst for efficient ring opening of epoxides with aromatic amines. A variety of aryl and alkyl epoxides were examined under the mild reaction condition and the corresponding β-amino alcohols were obtained in good to excellent yields under solvent-free condition. Using the Fe3O4 as a low-priced magnetic support to immobilize an active material

  制备了磁性石墨碳氮化碳（gC 3 N 4）纳米复合材料，并将其用作新型的可磁性回收的纳米催化剂，用于与芳族胺有效地使环氧化物开环。在温和的反应条件下检查了各种芳基和烷基环氧化物，并在无溶剂条件下以良好至极好的收率获得了相应的β-氨基醇。使用Fe 3 O 4作为廉价的磁性载体来固定活性材料gC 3 N 4可以提供比使用传统催化剂更好的结果，即效率，产率，后处理容易，反应时间短，再生，并且易于应用。
• Hβ zeolite: An Efficient and Reusable Catalyst for Ring-Opening of Epoxides with Amines Under Microwave Irradiation
  作者：Rukhsana I. Kureshy、Santosh Agrawal、Manish Kumar、Noor-ul H. Khan、Sayed H. R. Abdi、Hari C. Bajaj

  DOI：10.1007/s10562-009-0237-z

  日期：2010.2

  A solvent-free protocol for the synthesis of beta-amino alcohols (Yield, up to 94%) is demonstrated by the ring-opening reactions of meso and terminal epoxides with aromatic amines using H beta zeolite as catalyst under microwave irradiation. The catalytic system is 80 times faster than the reaction conducted at RT with six times catalyst recyclability.
• Outouch, Rachid; Rauchdi, Mariem; Boualy, Brahim, Acta Chimica Slovenica, 2014, vol. 61, # 1, p. 67 - 72
  作者：Outouch, Rachid、Rauchdi, Mariem、Boualy, Brahim、El Firdoussi, Larbi、Roucoux, Alain、Ali, Mustapha Ait

  DOI：——

  日期：——