1,4-二溴-2,5-双(溴甲基)苯用作有机、医药中间体。
医药; 农药
合成路线 1(1. 合成:35335-16-1)
产率:31.6%
合成条件:With N-Bromosuccinimide; nitrogen; dibenzoyl peroxide In tetrachloromethane; ethanol
实验步骤:实施例14化合物251的制备将2,5-二溴 - 对二甲苯(26.4g,0.1mol)和NBS(39g,0.22mol)悬浮在四氯化碳(300ml)中,加入过氧化苯甲酰(0.6g)。 将氮气流鼓泡通过反应5分钟。 将反应用100℃的油浴加热2小时。 加入乙醇(200ml)并过滤反应。 剩余的固体用乙醇(50ml)洗涤并真空干燥,得到1,4-二溴-2,5-双 - 溴甲基 - 苯,为白色固体(13.36g,31.6%)。 1H-NMR(500MHz,CDCl3):δ7.68(s,2H),4.50(s,4H)。
参考文献:
- [1] Tetrahedron Letters, 2007, vol. 48, # 35, p. 6075 - 6079 [2] Organic and Biomolecular Chemistry, 2010, vol. 8, # 24, p. 5620 - 5627 [3] Journal of the American Chemical Society, 2017, vol. 139, # 45, p. 16210 - 16221 [4] Journal of the American Chemical Society, 2017, vol. 139, # 47, p. 17082 - 17088 [5] Journal of the American Chemical Society, 2009, vol. 131, # 49, p. 17724 - 17725 [6] Journal of Organic Chemistry, 2005, vol. 70, # 21, p. 8522 - 8526 [7] Journal of Polymer Science, Part A: Polymer Chemistry, 2013, vol. 51, # 18, p. 3975 - 3984 [8] Organic and Biomolecular Chemistry, 2014, vol. 12, # 9, p. 1430 - 1439 [9] Angewandte Chemie - International Edition, 2015, vol. 54, # 35, p. 10317 - 10323 [10] Angew. Chem., 2015, vol. 127, p. 10457 - 10461,5 [11] Bulletin of the Chemical Society of Japan, 1980, vol. 53, # 2, p. 512 - 517 [12] Patent: US2003/95958, 2003, A1 [13] Journal of Polymer Science, Part A: Polymer Chemistry, 2012, vol. 50, # 8, p. 1530 - 1538 [14] Tetrahedron, 1972, vol. 28, p. 275 - 280 [15] Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1977, vol. 31, p. 135 - 140 [16] Macromolecules, 2003, vol. 36, # 19, p. 6976 - 6984 [17] Revue Roumaine de Chimie, 2004, vol. 49, # 7, p. 607 - 616 [18] Molecular Crystals and Liquid Crystals, 2011, vol. 539, p. 428 - 435 [19] Chemistry - A European Journal, 2012, vol. 18, # 20, p. 6316 - 6327 [20] Journal of Molecular Structure, 2013, vol. 1050, p. 151 - 158 [21] Journal of the American Chemical Society, 2013, vol. 135, # 40, p. 14916 - 14919 [22] CrystEngComm, 2016, vol. 18, # 17, p. 3142 - 3149 [23] Synthesis (Germany), 2016, vol. 48, # 20, p. 3509 - 3514 [24] Organic Electronics: physics, materials, applications, 2019, vol. 64, p. 247 - 251