用于医药中间体合成；作为农药合成原料；在有机合成中作为溴代甲基化试剂。
医药; 农药
路线1：
- 原料：4'-甲基苯乙酮（51229-51-7）、N-溴代琥珀酰亚胺（NBS）、偶氮二异丁腈（AIBN）、乙腈、二氯甲烷、盐酸、碳酸氢钠、盐水、无水硫酸钠、石油醚
- 步骤：在干燥圆底烧瓶中，将4ml 4'-甲基苯乙酮溶于30ml无水乙腈，氩气保护下加入5.9g NBS和500μl AIBN，95℃回流8h；冷却后减压干燥溶剂，残余物溶于40ml二氯甲烷，依次用2M盐酸、饱和碳酸氢钠、饱和盐水洗涤，无水硫酸钠干燥，减压干燥溶剂后石油醚重结晶，硅胶柱层析（酯=30:1）得产物
- 条件：氩气保护；95℃回流8h；硅胶柱层析（酯=30:1）
- 收率：95%
- 参考文献：[1] Journal of the American Chemical Society, 2006, vol. 128, #5, p.1404-1405；[2] Patent: CN103787966, 2016, B. Location in patent: Paragraph 0115-0117；[3] Journal of Medicinal Chemistry, 2017, vol. 60, #18, p.7703-7724；[4] Molecules, 2018, vol.23, #8, p.1DUMMY；[5] Patent: CN107098791, 2017, A. Location in patent: Paragraph 0058-0060；[6] Journal of Molecular Catalysis A: Chemical, 2014, vol.393, p.134-141；[7] Patent: WO2015/109935, 2015, A1. Location in patent: Paragraph 29；[8] Patent: US2016/326099, 2016, A1. Location in patent: Paragraph 0147；[9] Advanced Synthesis and Catalysis, 2013, vol.355, #18, p.3727-3735；[10] Australian Journal of Chemistry, 2010, vol.63, #12, p.1645-1655；[11] Chemical Communications, 2016, vol.52, #32, p.5609-5612；[12] Journal of Medicinal Chemistry, 2017, vol.60, #5, p.1994-2005；[13] Chemistry - A European Journal, 2011, vol.17, #23, p.6359-6368；[14] Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol.85, #1-4, p.225-231；[15] Journal of Organic Chemistry, 2014, vol.79, #1, p.223-229；[16] Organic Letters, 2017, vol.19, #24, p.6756-6759；[17] Patent: WO2014/143799, 2014, A2. Location in patent: Page/Page column 385；[18] Patent: US2014/275528, 2014, A1. Location in patent: Paragraph 0292; 0293；[19] Tetrahedron Letters, 1997, vol.38, #49, p.8557-8560；[20] Tetrahedron Letters, 2009, vol.50, #16, p.1861-1865；[21] ACS Medicinal Chemistry Letters, 2015, vol.6, #2, p.140-145；[22] Journal of Organic Chemistry, 2018, vol.83, #5, p.2542-2553；[23] Journal of the American Chemical Society, 1999, vol.121, #10, p.2085-2096；[24] Patent: WO2006/63294, 2006, A2. Location in patent: Page/Page column 34-35；[25] Polymer, 2010, vol.51, #15, p.3416-3424；[26] Angewandte Chemie - International Edition, 2018, vol.57, #3, p.800-804；[27] Angew. Chem., 2018, vol.57, #3, p.800-804,5；[28] Journal of the American Chemical Society, 1973, vol.95, #23, p.7708-7715；[29] Journal of the Indian Chemical Society, 1990, vol.67, #11, p.909-911；[30] Journal of the American Chemical Society, 1987, vol.109, #10, p.3062-3067；[31] Angewandte Chemie - International Edition, 2001, vol.40, #10, p.1962-1966；[32] Bioorganic and Medicinal Chemistry Letters, 2003, vol.13, #6, p.1215-1219；[33] Chemical Communications, 2000, #21, p.2147-2148；[34] Patent: EP1878730, 2008, A1. Location in patent: Page/Page column 20；[35] Chemical Communications, 2012, vol.48, #10, p.1461-1463；[36] Langmuir, 2014, vol.30, #38, p.11375-11385；[37] Patent: EP3207928, 2017, A2. Location in patent: Paragraph 0189-0191
路线2：
- 原料：4'-甲基苯乙酮、N-溴代琥珀酰亚胺（NBS）、AIBN、乙腈、甲苯、己烷、乙酸乙酯
- 步骤：在氩气下，将2.16g 4'-甲基苯乙酮（15.32mmol）溶于20ml乙腈，加入3.00g NBS和0.25g AIBN，90℃加热1.5小时；冷却后减压除溶剂，加入25ml甲苯，真空过滤，浓缩滤液后快速色谱（10:1己烷/EtOAc→5:1己烷/EtOAc）得产物
- 条件：氩气保护；90℃加热1.5小时；快速色谱（10:1→5:1己烷/EtOAc）
- 收率：86%
- 参考文献：[1] Patent: JP5667058, 2015, B2. Location in patent: Paragraph 0893; 0894
路线3：
- 原料：1-(4-甲基苯基)乙酮（600mg，4.47mmol）、N-溴代琥珀酰亚胺（955mg，5.37mmol）、过氧化苯甲酰（31mg，0.13mmol）、四氯化碳
- 步骤：将原料溶于15mL四氯化碳，加入NBS和过氧化苯甲酰，加热回流3小时；冷却后过滤，滤液减压浓缩得产物
- 条件：加热回流3小时；四氯化碳溶剂
- 收率：71%
- 参考文献：[1] Journal of the American Chemical Society, 2006, vol.128, #5, p.1404-1405；[3] Journal of Medicinal Chemistry, 2017, vol.60, #18, p.7703-7724；[4] Molecules, 2018, vol.23, #8, p.1DUMMY
