双(2,6-二甲基苯)胺主要用于医药、农药、染料等领域,具体用途待进一步明确。
医药; 农药; 染料
合成路线 1(基于Journal of Organic Chemistry等文献)
- 步骤: 在Schlenk管中依次加入碱(3.0mmol)、PdCl₂(Ph₃P)₂(3.5mg,0.5mol%)、Ph₃P(2.6mg,1.0mol%)、芳胺(1.0mmol)和芳基溴(2.5mmol)的邻二甲苯(8.0mL)溶液;氮气保护下回流搅拌8-12小时;真空蒸发溶剂,快速柱色谱(石油醚/EtOAc)纯化得产物。
- 条件: 惰性气氛(N₂);回流;Schlenk技术
- 收率: 89%
- 参考文献: Journal of Organic Chemistry, 2013, 78(10), 4649-4664;RSC Advances, 2013, 3(12), 3840-3843;Tetrahedron, 2014, 70(32), 4754-4759
合成路线 2(基于Journal of Organometallic Chemistry等文献)
- 步骤: 在Schlenk反应管中依次加入KOtBu(114.0mg,1.0mmol)、NHC-Pd(II)-Im络合物1(5.2mg,1.0mol%)、无水甲苯(1.0mL)、氯苯2a(0.8mmol)和苯胺3a(0.96mmol);氮气保护下回流搅拌4小时;减压除溶剂,硅胶快速色谱纯化得产物。
- 条件: 惰性气氛(N₂);回流;甲苯溶剂
- 收率: 99%
- 参考文献: Journal of Organometallic Chemistry, 2007, 692(17), 3732-3742;Advanced Synthesis and Catalysis, 2011, 353(4), 533-537;Tetrahedron, 2012, 68(10), 2414-2420;Organometallics, 2012, 31(8), 3402-3409;Organic and Biomolecular Chemistry, 2016, 14(8), 2563-2571;Patent: CN106892945, 2017;Journal of Organic Chemistry, 2008, 73(8), 3047-3062;Organometallics, 2011, 30(16), 4432-4436;RSC Advances, 2013, 3(12), 3840-3843;RSC Advances, 2016, 6(29), 24484-24490;Chemistry - A European Journal, 2013, 19(51), 17358-17368;ChemCatChem, 2015, 7(24), 4021-4024;Journal of Organic Chemistry, 2004, 69(26), 9135-9142;Journal of Organic Chemistry, 2013, 78(10), 4649-4664;Journal of Organic Chemistry, 2018, 83(16), 9144-9155;Advanced Synthesis and Catalysis, 2012, 354(10), 1897-1901;Organometallics, 2012, 31(19), 6947-6951;Journal of the American Chemical Society, 2006, 128(12), 4101-4111;Synlett, 2005(2), 275-278;Inorganica Chimica Acta, 2012, 386, 22-26;Organic Letters, 2011, 13(20), 5540-5543;Journal of Organic Chemistry, 2017, 82(6), 2914-2925;Angewandte Chemie - International Edition, 2014, 53(25), 6482-6486;Angew. Chem., 2014, 126(25), 6600-6604,5;Organometallics, 2013, 32(1), 330-339