4-氯-2-羟基苯甲醛用作有机合成中间体和医药中间体,主要用于实验室研发过程和化工生产过程中。
有机合成中间体; 医药中间体
路线1:
- 原料:3-氟苯酚(33.6g,0.3mol)、无水MgCl₂(85.7g,0.9mmol)、三乙胺(75.9g,0.75mol)、无水丙酮(340mL)、对甲醛(45g,1.5mol)
- 步骤:向1L三颈圆底烧瓶中加入上述原料,25℃搅拌0.5小时,加入对甲醛后氮气氛围下回流5小时
- 条件:25℃搅拌0.5h,氮气保护下回流5h
- 收率:43.1%
- 参考文献:[1] Applied Organometallic Chemistry, 2018, vol. 32, #2;[2] Drug Metabolism and Disposition, 2017, vol. 45, #12;[3] Organic and Biomolecular Chemistry, 2017, vol. 15, #6;[4] Organic Letters, 2015, vol. 17, #23;[5] Organic and Biomolecular Chemistry, 2016, vol. 14, #30;[6] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, #20;[7] Organic Letters, 2017, vol. 19, #23;[8] Organic Letters, 2018, vol. 20, #10
路线2:
- 原料:5-氯-2-羟甲基苯酚、2,3-二氰基-5,6-二氯-1,4-苯醌(DDQ,9.92g,43.7mmol)
- 步骤:将DDQ加入5-氯-2-羟甲基苯酚的二氯甲烷(65mL)和四氢呋喃(15mL)溶液中,室温搅拌4小时
- 条件:THF和二氯甲烷混合溶剂,20℃反应4h
- 收率:72%
- 参考文献:[1] Patent: EP1712235, 2006, A2;[2] Patent: US2004/220179, 2004, A1;[3] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, #13;[4] Patent: WO2006/5909, 2006, A1