2-(1-金刚烷基)-4-溴苯酚可作为医药合成中间体,可由4-溴苯酚为反应原料进行制备,可用于制备3-(1-金刚烷基)-4-苄氧基溴。
医药
路线1:
- 原料:对溴苯酚(10.0g,57.8mmol)、1-金刚烷醇(8.78g,57.76mmol)、甲磺酸(15ml)
- 步骤:将对溴苯酚和1-金刚烷醇在甲磺酸中的混合物在70℃下搅拌3小时;冷却反应混合物并用水(50ml)稀释;过滤得到的白色固体,用水洗涤并干燥。
- 收率:17克,97%
路线2:
- 原料:4-溴苯酚(0.346g,0.002mol)、1-金刚烷醇(0.152g,0.001mol)、1-溴金刚烷(0.022g,0.0001mol)、异辛烷(重结晶用)
- 步骤:在安瓿瓶中将上述原料混合,在60℃下加热2小时;将反应混合物冷却并用2% NaOH溶液处理以除去过量的4-溴苯酚;2-(1-金刚烷基)-4-溴苯酚产物从异辛烷中重结晶。
- 收率:0.255g,83%
参考文献:[1] Bioorganic Chemistry, 2011, vol. 39, # 4, p. 151 - 158;[2] RSC Advances, 2016, vol. 6, # 73, p. 68560 - 68567;[3] Organic Process Research and Development, 2006, vol. 10, # 2, p. 285 - 288;[4] Beilstein Journal of Organic Chemistry, 2012, vol. 8, p. 227 - 233;[5] Patent: WO2007/125542, 2007, A2;[6] Patent: WO2007/125542, 2007, A2;[7] Patent: WO2007/125542, 2007, A2;[8] Journal of Medicinal Chemistry, 1995, vol. 38, # 26, p. 4993 - 5006;[9] Patent: US4717720, 1988, A;[10] Patent: US4740519, 1988, A;[11] Patent: JP5769443, 2015, B2;[12] Patent: US2007/4698, 2007, A1;[13] Patent: WO2010/43000, 2010, A1;[14] Journal of Medicinal Chemistry, 2007, vol. 50, # 11, p. 2622 - 2639;[15] Patent: US2003/92758, 2003, A1;[16] Patent: US2002/143182, 2002, A1;[17] Patent: US2002/143182, 2002, A1