6287-38-3 3,4-二氯苯甲醛

运输信息：冰袋运输。危险描述：危险品运输编号UN 1759 8/PG 2，危险等级8，包装类别III，海关编码29130000，存储类别8A（可燃，腐蚀性物质），危险性类别严重眼损伤类别1、皮肤腐蚀类别1B，WGK Germany:3，F:9-23，Hazard Note:Irritant/Air Sensitive，TSCA:TSCA listed。

化学合成，染料和制药中间体；作有机合成中间体，用于合成药物硝喹等；用作染料、农药、医药中间体。

医药; 农药; 染料

路线1：With 10 % platinum on carbon; hydrogen; tri-n-butyl-tin hydride In N,N-dimethyl acetamide at 25℃; for 2 h; 实验步骤：4.3.26 3,4-二氯苯甲醛（10c）1H NMR（500MHz; CDCl3）：δ9.95（s，1H），7.97（s，1H），7.73（d，1H，J = 8.0Hz），7.64（d，1H，J = 8.0Hz）。产物的1 H NMR光谱与Ref的相同。20。参考文献：[1] Tetrahedron, 2014, vol. 70, # 30, p. 4540 - 4546

路线2：at 80℃; for 7 h; Green chemistry；实验步骤：一般步骤：将醇（1mmol）加入到TBHP（1mmol）和VO（麻黄碱）2MNP（50mg）在PEG（1mL）中的混合物中，然后将混合物在80℃下回流指定的时间。通过TLC（EtOAc /正己烷，1/2）监测进程。在反应完成后，通过外部磁体（在5秒内）将催化剂与产物分离，并将混合物用EtOAc（25mL）洗涤并倾析。将倾析的混合物用30％NaOH（5mL）洗涤，并将有机层用无水Na₂SO₄干燥。在减压下蒸发EtOAc，得到纯产物，收率为85e98％。参考文献：[1] Comptes Rendus Chimie, 2017, vol. 20, # 4, p. 435 - 439 [2] RSC Advances, 2014, vol. 4, # 90, p. 48777 - 48782 [3] Applied Organometallic Chemistry, 2017, vol. 31, # 5, [4] Tetrahedron Letters, 2003, vol. 44, # 12, p. 2553 - 2555 [5] RSC Advances, 2016, vol. 6, # 80, p. 77020 - 77029 [6] Materials Research Bulletin, 2015, vol. 70, p. 753 - 761 [7] Journal of Molecular Catalysis A: Chemical, 2015, vol. 409, p. 42 - 49 [8] Synthesis (Germany), 2013, vol. 45, # 24, p. 3387 - 3391 [9] Applied Organometallic Chemistry, 2010, vol. 24, # 9, p. 663 - 666 [10] Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1983, vol. 37, # 6, p. 499 - 508 [11] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 15, p. 2239 - 2241 [12] Advanced Synthesis and Catalysis, 2007, vol. 349, # 7, p. 1173 - 1179 [13] Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2010, vol. 40, # 8, p. 516 - 520 [14] Inorganic Chemistry Communications, 2010, vol. 13, # 1, p. 195 - 198 [15] Catalysis Communications, 2010, vol. 11, # 5, p. 498 - 501 [16] Tetrahedron Letters, 2010, vol. 51, # 49, p. 6403 - 6405 [17] Inorganic Chemistry Communications, 2010, vol. 13, # 11, p. 1289 - 1292 [18] Inorganic Chemistry Communications, 2011, vol. 14, # 1, p. 155 - 158 [19] Green Chemistry, 2011, vol. 13, # 4, p. 991 - 997 [20] Inorganic Chemistry Communications, 2011, vol. 14, # 5, p. 690 - 693 [21] Phosphorus, Sulfur and Silicon and the Related Elements, 2012, vol. 187, # 3, p. 376 - 381 [22] Journal of Coordination Chemistry, 2012, vol. 65, # 15, p. 2671 - 2682 [23] Tetrahedron Letters, 2012, vol. 53, # 37, p. 4962 - 4965 [24] European Journal of Organic Chemistry, 2012, # 24, p. 4548 - 4554 [25] ACS Combinatorial Science, 2014, vol. 16, # 8, p. 397 - 402 [26] New Journal of Chemistry, 2015, vol. 39, # 6, p. 4933 - 4938 [27] Journal of Molecular Structure, 2017, vol. 1146, p. 644 - 659

路线3：With oxygen; mercury In thiophene; benzene for 0.42 h; UV-irradiation；实验步骤：一般步骤：在浸入式井型Pyrex玻璃，水冷光反应器中的内过氧化物3a-e（200mg）的溶液中用来自125瓦中压Hg弧的紫外光照射同轴放置在反应器内，在氧气存在下（连续鼓泡）20-25分钟。将得到的光解产物在减压下浓缩，并使用己烷 - 氯仿（7：3）作为洗脱液，将其柱色谱分离在硅胶上，用己烷溶液洗脱，得到化合物4和醛5。参考文献：[1] Tetrahedron Letters, 2012, vol. 53, # 42, p. 5649 - 5651

传统方法：由邻二氯苯经氯甲基化，与乌洛托品缩合成复盐，然后水解而得。