31949-21-0 2-溴-1-(2-甲氧基苯基)乙酮

运输信息：冰袋运输。危险描述：危险品运输编号UN 3261 8/PG 2，危险等级8，包装类别III，海关编码29147000，存储类别8A - 可燃，腐蚀性物质，危险性类别皮肤腐蚀类别1B，WGK Germany:3，Hazard Note:Lachrymatory/Toxic/Keep Cold。

化学合成

化学合成

合成路线 1（1. 合成：31949-21-0）

产率：96% 合成条件：With copper(ll) bromide In chloroform; ethyl acetate at 70℃; for 8 h; Inert atmosphere; Reflux 实验步骤：将溴化铜（II）（2.97g，6.66mmol）置于装有回流冷凝器的双色圆底烧瓶中。向其中加入EtOAc（10.0mL）并将混合物在氮气氛下在70℃下搅拌5分钟。向其中缓慢加入1-（2-甲氧基苯基）乙酮（6）（0.50g，3.33mmol）的CHCl₃（10.0mL）溶液，然后将混合物回流8小时。反应完成后，将其冷却至室温，通过Celite垫过滤，并用EtOAc（20mL）洗涤。减压浓缩滤液。通过柱色谱（EtOAc：己烷= 1：4）纯化粗产物，得到纯产物7a（0.73g，96％），为棕色液体。Rf = 0.43（EtOAc /己烷= 1/4）; ¹H NMR（300MHz，CDCl₃）：δ7.81（1H，dd，J = 7.8,1.8Hz），7.52（1H，td，J = 7.8,1.8Hz），7.05-6.96（2H，m），4.61（2H，s），3.94（3H，s）; ¹³C NMR（75MHz，CDCl₃）：δ192.3,158.8,134.9,131.6,124.9,121.2,111.7,56.0,38.0。 参考文献：[1] Bulletin of the Korean Chemical Society, 2017, vol. 38, #12, p.1481-1485；[2] Tetrahedron Letters, 2006, vol.47, #27, p.4707-4710；[3] Tetrahedron Letters, 2009, vol.50, #6, p.700-703；[4] Chemistry - A European Journal, 2011, vol.17, #28, p.7953-7959；[5] Molecules, 2017, vol.22, #5；[6] Dalton Transactions, 2008, #6, p.822-831；[7] Journal of Medicinal Chemistry, 1987, vol.30, #8, p.1497-1502；[8] Chemical and Pharmaceutical Bulletin, 1992, vol.40, #5, p.1170-1176；[9] Australian Journal of Chemistry, 1994, vol.47, #11, p.2001-2012；[10] Bioorganic and Medicinal Chemistry Letters, 2002, vol.12, #4, p.719-722；[11] Bioorganic and Medicinal Chemistry Letters, 2007, vol.17, #5, p.1291-1295；[12] Bioorganic and Medicinal Chemistry Letters, 2008, vol.18, #4, p.1297-1303；[13] Tetrahedron, 2008, vol.64, #22, p.5191-5199；[14] Chemistry - An Asian Journal, 2010, vol.5, #10, p.2258-2265；[15] European Journal of Medicinal Chemistry, 2012, vol.54, p.403-412；[16] Angewandte Chemie - International Edition, 2013, vol.52, #44, p.11632-11636；[17] Angew. Chem., 2013, vol.125, #44, p.11846-11850,5；[18] Advanced Synthesis and Catalysis, 2013, vol.355, #18, p.3570-3574；[19] Chemical Communications, 2014, vol.50, #51, p.6726-6728；[20] Journal of Medicinal Chemistry, 2014, vol.57, #15, p.6572-6582；[21] Journal of Materials Chemistry A, 2015, vol.3, #12, p.6258-6264；[22] MedChemComm, 2015, vol.6, #6, p.1036-1042；[23] European Journal of Medicinal Chemistry, 2015, vol.104, p.1-10；[24] Phosphorus, Sulfur and Silicon and the Related Elements, 2016, vol.191, #8, p.1166-1173；[25] Bioorganic and Medicinal Chemistry Letters, 2016, vol.26, #15, p.3669-3674；[26] Angewandte Chemie - International Edition, 2016, vol.55, #29, p.8444-8447；[27] Angew. Chem., 2016, vol.128, #29, p.8584-8587,4；[28] Patent: KR101642378, 2016, B1. Location in patent: Paragraph 0062-0066；[29] ChemMedChem, 2018, vol.13, #1, p.37-47；[30] Patent: US2018/44459, 2018, A1. Location in patent: Paragraph 0367；[31] Bioorganic and Medicinal Chemistry, 2018, vol.26, #8, p.1986-1995；[32] Patent: US2018/44284, 2018, A1. Location in patent: Paragraph 0175; 0176；[33] Organic Letters, 2018, vol.20, #8, p.2257-2260；[34] Patent: WO2018/161008, 2018, A1. Location in patent: Paragraph 00241-00242；[35] Chemical Communications (Cambridge, United Kingdom), 2018, vol.54, #86, p.12182-12185