68641-16-7 4-苄氧基苯基乙酸甲酯

运输信息：常温运输。危险描述：非危险化学品。

化学合成。

化学合成

路线1：

• 步骤：向K₂CO₃（20.7g，150mmol）的丙酮（50mL）悬浮液中加入4-羟基苯基乙酸甲酯（5.0g，30mmol）和苄基氯（10.4mL，90mmol），加热至回流反应24小时；反应完成后冷却至室温，过滤并浓缩，残余物经硅胶柱色谱（10% EtOAc/己烷）分离，得标题化合物（7.7g，100%）。
• 条件：With potassium carbonate In acetone for 24 h; Heating / reflux
• 产率：100%
• 参考文献：[1] Patent: EP1218005, 2004, B1. Location in patent: Page 26 [2] Patent: WO2014/69963, 2014, A1. Location in patent: Paragraph 464-466 [3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 4, p. 1209 - 1213 [4] Journal of Organic Chemistry, 1982, vol. 47, # 15, p. 2846 - 2851 [5] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 4, p. 525 - 528 [6] Patent: US4929626, 1990, A [7] Patent: EP2762466, 2014, A1. Location in patent: Paragraph 0120

路线2：

• 步骤：向4-羟基苯基乙酸甲酯（1.00g，6.02mmol）和苄基溴（0.65mL，5.47mmol）的二氯甲烷（40mL）溶液中加入碳酸铯（5.35g，16.4mmol，3.00当量），0℃下反应后温热至室温并搅拌过夜；用1N盐酸（2×100mL）和盐水（100mL）萃取，有机相用硫酸钠干燥，真空除溶剂，残余物经硅胶柱（20%乙酸乙酯/己烷）分离，得标题酯（1.35g，96%）。
• 条件：With caesium carbonate In dichloromethane
• 产率：96%
• 参考文献：[1] Synthetic Communications, 2008, vol. 38, # 13, p. 2138 - 2149 [2] Patent: US2002/49236, 2002, A1 [3] Organic Process Research and Development, 2010, vol. 14, # 1, p. 159 - 167 [4] Patent: US2003/191181, 2003, A1. Location in patent: Page/Page column 10; 16 [5] Patent: US2002/2190, 2002, A1 [6] European Journal of Organic Chemistry, 2006, # 6, p. 1489 - 1498 [7] Patent: WO2003/101993, 2003, A1. Location in patent: Page 40 [8] Patent: WO2007/139923, 2007, A1. Location in patent: Page/Page column 76-77 [9] Monatshefte fur Chemie, 1997, vol. 128, # 8-9, p. 863 - 879 [10] Patent: EP3351533, 2018, A1. Location in patent: Paragraph 0655; 0656 [11] Patent: JP2018/145180, 2018, A. Location in patent: Paragraph 0618; 0619; 0620 [12] Patent: WO2007/5568, 2007, A1. Location in patent: Page/Page column 13 [13] Journal of Medicinal Chemistry, 1987, vol. 30, # 11, p. 2121 - 2126 [14] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 13, p. 1629 - 1634 [15] Patent: US2006/9640, 2006, A1. Location in patent: Page/Page column 3 [16] Patent: US2004/106653, 2004, A1. Location in patent: Page/Page column 19 [17] Patent: WO2004/45610, 2004, A1. Location in patent: Page/Page column 57

路线3：

• 步骤：在5-20℃下，将亚硫酰氯（60ml; 0.83mol）逐滴加入到（4-苄氧基-苯基）乙酸（100gm; 0.4132mol）和甲醇（300ml）的混合物中，保持温度5-10℃；加完后室温搅拌5-6小时，过滤分离白色结晶固体，得（4-苄氧基-苯基）-乙酸甲酯（104克，98.31%）。
• 条件：at 5 - 20℃; for 5 - 6 h
• 产率：98.31%
• 参考文献：[1] Patent: WO2011/7136, 2011, A2. Location in patent: Page/Page column 14 [2] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 6, p. 2022 - 2031 [3] MedChemComm, 2015, vol. 6, # 4, p. 547 - 554 [4] Journal of the American Chemical Society, 1948, vol. 70, p. 4263