化学合成。
化学合成; 精细化工中间体
合成路线 1(1. 合成:1074-24-4)
产率:96.5%
合成条件:With bromine; iodine In dichloromethane; water at 12℃; for 18 h;
实验步骤:将圆筒在二氯甲烷(50mL)中称重并置于150mL双颈圆底烧瓶中。使用移液管精确测量二氯甲烷中对二甲苯(16.96g,0.16mol,19.8mL)的量。将碘(0.1g,0.8mmol)加入混合物中,在烧瓶的一个开口处安装空气冷凝管并连接尾气回收装置。烧瓶的另一个开口装有恒压进料器。并使用用移液管准确取出液体溴(18mL)并将其转移到恒压进料器中。在液体溴的顶部加一层水(约0.3-0.5cm)以防止液体溴蒸发。然后放置一个塞子在强力搅拌和黑暗条件下,将反应体系的温度控制在12℃。将液体溴滴加到混合物中(40至50分钟)。注意不要滴下上层水溶液。分层进入反应溶液。反应18h。反应完成后,加入40mL w(KOH)= 25%水溶液并剧烈搅拌30分钟。将反应混合物转移至分液漏斗中。分离下层有机相并用水洗涤(2×50)。用无水CaCl2干燥,过滤,减压除去溶剂,残余物用乙醇(2×300mL)重结晶,得到白色针状物。产率96.5%(40.44g),
参考文献:
- [1] Patent: CN105085340, 2017, B. Location in patent: Paragraph 0037; 0038 [2] Crystal Growth and Design, 2016, vol. 16, # 7, p. 3993 - 4004 [3] Organic Letters, 2011, vol. 13, # 6, p. 1462 - 1465 [4] Patent: CN107721905, 2018, A. Location in patent: Paragraph 0024 [5] Patent: CN108440386, 2018, A. Location in patent: Paragraph 0041; 0044; 0045 [6] Patent: CN108610270, 2018, A. Location in patent: Paragraph 0037-0041 [7] Australian Journal of Chemistry, 2017, vol. 70, # 6, p. 705 - 711 [8] Tetrahedron Letters, 2014, vol. 55, # 13, p. 2154 - 2156 [9] Tetrahedron Letters, 2015, vol. 55, # 13, p. 2154 - 2156 [10] Journal of Organic Chemistry, 1988, vol. 53, # 23, p. 5545 - 5547 [11] Tetrahedron, 2015, vol. 71, # 2, p. 283 - 292 [12] Journal of Organic Chemistry, 2005, vol. 70, # 21, p. 8522 - 8526 [13] Journal of Physical Organic Chemistry, 2005, vol. 18, # 9, p. 962 - 973 [14] Justus Liebigs Annalen der Chemie, 1868, vol. 147, p. 29 [15] Chemische Berichte, 1877, vol. 10, p. 1355 [16] Helvetica Chimica Acta, 1944, vol. 27, p. 274,290 [17] Journal fuer Praktische Chemie (Leipzig), 1933, vol. <2> 138, p. 103,106 [18] Journal of the American Chemical Society, 1916, vol. 38, p. 2548 [19] Bulletin de la Societe Chimique de France, 1960, p. 1798 - 1807 [20] Revue Roumaine de Chimie, 2004, vol. 49, # 7, p. 607 - 616 [21] Organic Letters, 2007, vol. 9, # 18, p. 3571 - 3573 [22] Electrochimica Acta, 2011, vol. 56, # 16, p. 5616 - 5623 [23] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2011, vol. 79, # 1, p. 97 - 103 [24] Macromolecules, 2010, vol. 43, # 13, p. 5544 - 5553 [25] Journal of Molecular Structure, 2011, vol. 1006, # 1-3, p. 91 - 95 [26] Journal of Molecular Structure, 2013, vol. 1050, p. 151 - 158 [27] Angewandte Chemie - International Edition, 2014, vol. 53, # 26, p. 6786 - 6790 [28] Angew. Chem., 2014, vol. 126, # 26, p. 6904 - 6908,5 [29] Journal of Materials Chemistry C, 2015, vol. 3, # 16, p. 4086 - 4092 [30] Patent: CN108456192, 2018, A. Location in patent: Paragraph 0011; 0042; 0045; 0047-0048