30992-63-3 2-羟基-5-苄氧基苯乙酮

运输方式为冰袋运输，危险性质非危险化学品，海关编码为2914390090

作为中间体用于合成目标二酯（1-8），在医药领域有应用。

医药

路线1：

• 步骤：首先用苄基保护OH官能团，与O-烷基化反应条件相同，以95%收率得到苯乙酮衍生物（1-6）；然后苯乙酮衍生物（1-6）经Vilsmeier-Haack反应（70%收率）得到产物（1-7）；最后产物（1-7）与丙二酸二乙酯进行Knoevenagel缩合（94%收率）得到目标二酯（1-8）。
• 条件：With 18-crown-6 ether; potassium carbonate; potassium iodide In toluene at 115℃; for 14 h；With potassium iodide In acetone for 6 h; Reflux
• 收率：95%（O-烷基化）；70%（Vilsmeier-Haack反应）；94%（Knoevenagel缩合）；总产率42%（中间体1-7）
• 参考文献：[1] Patent: WO2018/156459, 2018, A1. Location in patent: Page/Page column 22; 23 [2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 1, p. 249 - 266 [3] Patent: US2007/88160, 2007, A1. Location in patent: Page/Page column 10-11 [4] Patent: US2010/22770, 2010, A1. Location in patent: Page/Page column 5-6 [5] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 4, p. 1410 - 1414 [6] Journal of Medicinal Chemistry, 2008, vol. 51, # 11, p. 3326 - 3329 [7] Arzneimittel-Forschung/Drug Research, 1984, vol. 34, # 8, p. 843 - 849 [8] Bioorganic and Medicinal Chemistry Letters, 1996, vol. 6, # 2, p. 115 - 120 [9] Patent: EP401517, 1990, A1 [10] Patent: CN107188865, 2017, A. Location in patent: Paragraph 0051; 0056; 0057 [1] Journal of Chemical Research, Miniprint, 1981, # 7, p. 2564 - 2572 [2] Patent: CN107857748, 2018, A. Location in patent: Paragraph 0036; 0044; 0045 [3] Patent: CN107935972, 2018, A. Location in patent: Paragraph 0036; 0037; 0038 [4] Journal of the Chemical Society, 1935, p. 868 [5] Journal of the Chemical Society, 1948, p. 2138,2141 路线2：
• 步骤：将2'，5'-羟基苯乙酮（7.60g，0.05mol），无水碳酸钾（8.00g，0.06mol），碘化钾（1.00g，0.006mol），100mL丙酮置于250mL茄形瓶中。搅拌，用10mL丙酮稀释苄基氯（7.87g，0.06mol），并以恒定速率滴入反应溶液中。添加在大约10分钟内完成。将反应加热回流6小时，通过TLC监测反应。反应完成后，冷却至室温，减压蒸馏除去有机溶剂，得到黄色晶体。用50mL乙醇重结晶，得到9.84g黄色晶体。
• 条件：With potassium iodide In acetone for 6 h; Reflux
• 收率：81.3%（重结晶后）；总产率66%（中间体1-7）
• 参考文献：[1] Journal of Chemical Research, Miniprint, 1981, # 7, p. 2564 - 2572 [2] Patent: CN107857748, 2018, A. Location in patent: Paragraph 0036; 0044; 0045 [3] Patent: CN107935972, 2018, A. Location in patent: Paragraph 0036; 0037; 0038 [4] Journal of the Chemical Society, 1935, p. 868 [5] Journal of the Chemical Society, 1948, p. 2138,2141 [1] Patent: WO2018/156459, 2018, A1. Location in patent: Page/Page column 22; 23 [2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 1, p. 249 - 266 [3] Patent: US2007/88160, 2007, A1. Location in patent: Page/Page column 10-11 [4] Patent: US2010/22770, 2010, A1. Location in patent: Page/Page column 5-6 [5] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 4, p. 1410 - 1414