2-溴-5-甲氧基苯甲酸合成路线 （共 95 条）
反应条件
1: 2-bromo-5-methoxy benzoic acid With boron tribromide in dichloromethane T=-78 - 20°C; 2: methanol in dichloromethane T=20°C; 0.5 h; 3: With sulfuric acid in dichloromethane T=50°C;
参考文献
TANABE SEIYAKU CO., LTD.
Patent: WO2005/61440 A1, 2005 ;
Location in patent: Page/Page column 21; 26-27 ;
反应条件
1: thionyl chloride / 12.5 h / 0 - 65 °C / Inert atmosphere 2: boron tribromide / dichloromethane / 24 h / -78 - 0 °C / Inert atmosphere View Scheme
参考文献
GLAXOSMITHKLINE LLC; DE LA ROSA, Martha Alicia; HAYDAR, Simon, N.; JOHNS, Brian Alvin; VELTHUISEN, Emile Johann
Patent: WO2012/102985 A1, 2012 ;
反应条件
1: 48 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C 2: 55 percent / CBr4; PPh3 / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 49, # 15 p. 4721 - 4736
反应条件
2: SOCl2, DMF / CHCl3 / Heating View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 34, # 11 p. 3316 - 3328
参考文献
Tomita et al.
Yakugaku Zasshi, 1956 , vol. 76, p. 1122,1125
Chem.Abstr., 1957 , p. 3505
反应条件
1.1: sodium hydroxide / water / 0.33 h / Reflux 1.2: 1 h / Reflux 2.1: hydrogen bromide; acetic acid / 11 h / Reflux View Scheme
参考文献
Cozza, Giorgio; Gianoncelli, Alessandra; Bonvini, Paolo; Zorzi, Elisa; Pasquale, Riccardo; Rosolen, Angelo; Pinna, Lorenzo A.; Meggio, Flavio; Zagotto, Giuseppe; Moro, Stefano
ChemMedChem, 2011 , vol. 6, # 12 p. 2273 - 2286
反应条件
1.1: sodium hydroxide / water / 1 h / |Reflux 1.2: 0.5 h / |Reflux 2.1: boron tribromide / dichloromethane / 18 h / 0 - 20 °C 2.2: 3 h / |Reflux View Scheme
参考文献
AMAZENTIS SA; RINSCH, Christopher, L.; BLANCO-BOSE, William; SCHNEIDER, Bernard; MOUCHIROUD, Laurent; RYU, Dongryeol; ANDREUX, Penelope; AUWERX, Johan
Patent: WO2014/4902 A2, 2014 ;
反应条件
1: With sodium carbonate in water T=50 - 75°C; 2: With water; trans-N,N'-dimethylcyclohexane-1,2-diamine; copper(II) sulfate T=80°C; 4 h; 3: With hydrogenchloride in water T=20°C; Product distribution / selectivity;
参考文献
E.I. du Pont de Nemours and Company
Patent: US7335791 B1, 2008 ;
Location in patent: Page/Page column 20-21 ;
反应条件
1.1: thionyl chloride / 3 h / Reflux; Inert atmosphere 1.2: 16 h / 20 °C 2.1: thionyl chloride / 3 h / Reflux; Inert atmosphere View Scheme
参考文献
Donaldson, Lauren R.; Wallace, Stephen; Haigh, David; Patton, E. Elizabeth; Hulme, Alison N.
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 7 p. 2233 - 2239
反应条件
1: sodium carbonate / tris(dibenzylideneacetone)dipalladium(0) / 1,2-dimethoxy-ethane; H2O / 16 h / 85 °C 2: sodium hydroxide / ethanol / 78 °C 3: thionyl chloride / 6 h / 79 °C View Scheme
参考文献
Epperson, James R.; Bruce, Marc A.; Catt, John D.; Deskus, Jeffrey A.; Hodges, Donald B.; Karageorge, George N.; Keavy, Daniel J.; Mahle, Cathy D.; Mattson, Ronald J.; Ortiz, Astrid A.; Parker, Michael F.; Takaki, Katherine S.; Watson, Brett T.; Yevich, Joseph P.
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 17 p. 4601 - 4611
