5-羟基间苯二甲酸二甲酯合成路线 （共 49 条）
反应条件
1: KOH / tetrahydrofuran / 1.) room temp., overnight, 2.) reflux, 3 h 2: 95.6 percent / aq. KOH / Heating 3: 83 percent / HF, SF4 / 20 h / 140 °C View Scheme
参考文献
Dmowski, Wojciech; Piasecka-Maciejewska, Krystyna
Journal of Fluorine Chemistry, 1996 , vol. 81, # 1 p. 59 - 63
反应条件
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / |Reflux 2.1: potassium carbonate / acetonitrile / 6 h 3.1: hydrogen bromide; acetic acid / 48 h / 20 °C 4.1: thiourea / ethanol / 20 h / 20 °C 4.2: 4 h / |Reflux 4.3: 0 °C / pH 2 5.1: 0.02 h / 80 °C / pH 9 6.1: pH 9 View Scheme
参考文献
Kumar, Vinod; Anslyn, Eric V.
Journal of the American Chemical Society, 2013 , vol. 135, # 16 p. 6338 - 6344
反应条件
1: 70 percent / Cs2CO3 / dimethylformamide / 2 h / 80 °C 2: 88 percent / aq. NaOH / 70 °C View Scheme
参考文献
Dmowski, Wojciech; Piasecka-Maciejewska, Krystyna
Journal of Fluorine Chemistry, 1996 , vol. 81, # 1 p. 59 - 63
反应条件
1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.67 h / |Inert atmosphere; |Cooling with ice 1.2: 2.83 h / |Inert atmosphere 2.1: potassium hydroxide; hydrogenchloride / water / 24 h / |Inert atmosphere View Scheme
参考文献
Fretz, Samuel J.; Hadad, Christopher M.; Hart, David J.; Vyas, Shubham; Yang, Dexi
Journal of Organic Chemistry, 2013 , vol. 78, # 1 p. 83 - 92
反应条件
1: KOH / tetrahydrofuran / 1.) room temp., overnight, 2.) reflux, 3 h 2: 95.6 percent / aq. KOH / Heating 3: 83 percent / HF, SF4 / 20 h / 140 °C 4: 84.2 percent / n-BuLi / diethyl ether / 2 h / Ambient temperature View Scheme
参考文献
Dmowski, Wojciech; Piasecka-Maciejewska, Krystyna
Journal of Fluorine Chemistry, 1996 , vol. 81, # 1 p. 59 - 63
反应条件
lithium aluminium tetrahydride in tetrahydrofuran T=25°C; 3.5 h; Inert atmosphereCooling with ice;
参考文献
Goren, Kerem; Kehat, Tzofit; Portnoy, Moshe
Advanced Synthesis and Catalysis, 2009 , vol. 351, # 1-2 p. 59 - 65
反应条件
1: 95 percent / K2CO3 / acetone / Heating 2: 83 percent / 85 percent KOH / methanol; tetrahydrofuran / 6 h / Heating View Scheme
参考文献
Zhao; Thurkauf
Synthetic Communications, 2001 , vol. 31, # 12 p. 1921 - 1926
反应条件
1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.67 h / |Inert atmosphere; |Cooling with ice 1.2: 2.83 h / |Inert atmosphere 2.1: potassium hydroxide; hydrogenchloride / water / 24 h / |Inert atmosphere View Scheme
参考文献
Fretz, Samuel J.; Hadad, Christopher M.; Hart, David J.; Vyas, Shubham; Yang, Dexi
Journal of Organic Chemistry, 2013 , vol. 78, # 1 p. 83 - 92
反应条件
1: With water; lithium hydroxide hydrate in tetrahydrofuran T=40°C; 2: With hydrogenchloride in water pH=~ 2;
参考文献
ARDELYX, INC.; CHARMOT, Dominique; JACOBS, Jeffrey, W.; LEADBETTER, Michael, Robert; NAVRE, Marc; CARRERAS, Chris; BELL, Noah
Patent: WO2010/78449 A2, 2010 ;
Location in patent: Page/Page column 317 ;
WO 2010/078449 A2
参考文献
Mowbray, Charles E.; Burt, Catherine; Corbau, Romuald; Gayton, Simon; Hawes, Michael; Perros, Manos; Tran, Isabelle; Price, David A.; Quinton, Faye J.; Selby, Matthew D.; Stupple, Paul A.; Webster, Rob; Wood, Anthony
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 20 p. 5857 - 5860
