17720-60-4 1-(2,4-二羟基苯基)-2-(4-羟基苯基)乙酮

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: 在氮气保护下，将间苯二酚（62.000 g, 563.1 mmol, 1.0当量）和4-羟基苯乙酸（94.237 g, 619.4 mmol, 1.1当量）加入2 L三颈圆底烧瓶，加甲苯（350 mL）形成悬浮液。通过加料漏斗缓慢滴加三氟化硼乙醚（198.201 mL, 1578.0 mmol, 2.8当量），控制滴速3-4 mL/min，150 rpm搅拌。滴毕后，108℃反应1.5小时，HPLC确认完成。冷却后加12%乙酸钠水溶液（41 g溶于336 mL水），搅拌16小时，过滤干燥得产物。
• 条件: 氮气氛围；甲苯溶剂；100-108℃；1.5小时；三氟化硼乙醚（2.8当量）；乙酸钠水溶液淬灭
• 收率: 87%
• 参考文献: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991, #12, p.3005-3008；[2] Journal of Organic Chemistry, 2000, vol.65, #8, p.2305-2308；[3] Journal of Agricultural and Food Chemistry, 1994, vol.42, #9, p.1869-1871；[4] Tetrahedron Letters, 2006, vol.47, #47, p.8375-8378；[5] Patent: WO2013/90921, 2013, A1；[6] Patent: WO2014/203129, 2014, A1；[7] Patent: WO2014/203132, 2014, A1；[8] Bioorganic and Medicinal Chemistry, 2007, vol.15, #11, p.3703-3710；[9] Patent: EP1167364, 2002, A1；[10] Chemical and Pharmaceutical Bulletin, 2009, vol.57, #4, p.346-360；[11] Tetrahedron Letters, 2012, vol.53, #49, p.6697-6700；[12] Journal of Medicinal Chemistry, 1997, vol.40, #14, p.2117-2122；[13] Bioorganic and Medicinal Chemistry, 2009, vol.17, #13, p.4360-4366；[14] Bulletin de la Societe Chimique de France, 1951, p.82；[15] Patent: US6670346, 2003, B1；[16] Bioorganic and Medicinal Chemistry Letters, 2011, vol.21, #2, p.677-681；[17] Journal of Agricultural and Food Chemistry, 2010, vol.58, #18, p.10027-10032；[18] Chemical and Pharmaceutical Bulletin, 2012, vol.60, #4, p.513-520；[19] Bioorganic and Medicinal Chemistry Letters, 2012, vol.22, #17, p.5523-5526；[20] Patent: US2015/250802, 2015, A1；[21] Patent: EP3178480, 2017, A1

路线2：

• 步骤: 在氮气保护下，将间苯二酚（100 g, 0.91 mol）和4-羟基苯乙酸（138.4 g, 0.91 mol）溶解于BF3·Et2O（346 mL, 2.73 mol）中，50-60℃反应至完成，冷却至室温后倒入大量冰水，滤出干燥得产物。
• 条件: 氮气氛围；乙醚/水体系；50-60℃反应；冰水淬灭
• 收率: 70%
• 参考文献: [1] Patent: EP1647549, 2006, A1；[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991, #12, p.3005-3008；[3] Journal of Organic Chemistry, 2000, vol.65, #8, p.2305-2308；[4] Journal of Agricultural and Food Chemistry, 1994, vol.42, #9, p.1869-1871；[5] Tetrahedron Letters, 2006, vol.47, #47, p.8375-8378；[6] Patent: WO2013/90921, 2013, A1；[7] Patent: WO2014/203129, 2014, A1；[8] Patent: WO2014/203132, 2014, A1；[9] Bioorganic and Medicinal Chemistry, 2007, vol.15, #11, p.3703-3710；[10] Patent: EP1167364, 2002, A1；[11] Chemical and Pharmaceutical Bulletin, 2009, vol.57, #4, p.346-360；[12] Tetrahedron Letters, 2012, vol.53, #49, p.6697-6700；[13] Journal of Medicinal Chemistry, 1997, vol.40, #14, p.2117-2122；[14] Bioorganic and Medicinal Chemistry, 2009, vol.17, #13, p.4360-4366；[15] Bulletin de la Societe Chimique de France, 1951, p.82；[16] Patent: US6670346, 2003, B1；[17] Bioorganic and Medicinal Chemistry Letters, 2011, vol.21, #2, p.677-681；[18] Journal of Agricultural and Food Chemistry, 2010, vol.58, #18, p.10027-10032；[19] Chemical and Pharmaceutical Bulletin, 2012, vol.60, #4, p.513-520；[20] Bioorganic and Medicinal Chemistry Letters, 2012, vol.22, #17, p.5523-5526；[21] Patent: US2015/250802, 2015, A1；[22] Patent: EP3178480, 2017, A1