1,4-二甲氧基-2-氟苯合成路线 （共 13 条）
反应条件
sodium hydroxide in ethanol; water T=65 - 70°C; 0.5 h;
参考文献
Glennon; Young; Benington; Morin
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1163 - 1168
反应条件
N-Fluoro-o-benzenedisulfonimide in chloroform 1.) 0 deg C, 30 min, 2.) r.t., 6 h;
参考文献
Davis, Franklin A.; Han, Wei; Murphy, Christopher K.
Journal of Organic Chemistry, 1995 , vol. 60, # 15 p. 4730 - 4737
反应条件
n-butyllithium in tetrahydrofuran; hexane; ethyl acetate
反应条件
1: 1,4-dimethoxy-2-fluorobenzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.75 h; Inert atmosphere; 2: 2,4,6-iPr3C6H2MgBr in tetrahydrofuran; hexane T=-78 - 20°C; Inert atmosphere; 3: With iodine in tetrahydrofuran; hexane T=0 - 20°C; Inert atmosphere;
参考文献
Fors, Brett P.; Watson, Donald A.; Biscoe, Mark R.; Buchwald, Stephen L.
Journal of the American Chemical Society, 2008 , vol. 130, # 41 p. 13552 - 13554
反应条件
1: 2-bromo-1,3,5-triisopropylbenzene With magnesium; ethylene dibromide in tetrahydrofuran 1.5 h; Inert atmosphereReflux; 2: 1,4-dimethoxy-2-fluorobenzene With n-butyllithium in tetrahydrofuran; hexane T=-78 - 20°C; Inert atmosphere; 3: With iodine in tetrahydrofuran; hexane T=0 - 20°C; 1.25 h; Inert atmosphere; Product distribution / selectivity;
参考文献
MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Patent: WO2009/76622 A2, 2009 ;
Location in patent: Page/Page column 139-140 ;
反应条件
1.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere 1.2: 15.2 h / -78 - 20 °C / Inert atmosphere 1.3: 0 °C / Inert atmosphere 2.1: magnesium / tetrahydrofuran; toluene / 3 h / 80 °C / Inert atmosphere 2.2: 20 h / 120 °C / Inert atmosphere View Scheme
参考文献
Advanced Synthesis and Catalysis, , vol. 354, # 10 p. 2031 - 2037
反应条件
1: 2-bromo-1,3,5-triisopropylbenzene With magnesium; ethylene dibromide in tetrahydrofuran Inert atmosphereReflux; 2: 1,4-dimethoxy-2-fluorobenzene With n-butyllithium in tetrahydrofuran; hexane T=-78 - 20°C; Inert atmosphere; 3: chlorodi-tert-butylphosphine With copper(l) chloride in tetrahydrofuran; hexane T=20 - 75°C; 48 h;
参考文献
MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Patent: WO2009/76622 A2, 2009 ;
Location in patent: Page/Page column 116 ;
反应条件
1.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere 1.2: 15.2 h / -78 - 20 °C / Inert atmosphere 1.3: 0 °C / Inert atmosphere 2.1: ethylene dibromide / tetrahydrofuran; toluene / 3 h / 80 °C / Inert atmosphere 2.2: 20 h / 120 °C / Inert atmosphere View Scheme
参考文献
Hoshiya, Naoyuki; Buchwald, Stephen L.
Advanced Synthesis and Catalysis, 2012 , vol. 354, # 10 p. 2031 - 2037
反应条件
1: 1,4-dimethoxy-2-fluorobenzene With n-butyllithium in tetrahydrofuran T=-78°C; 1.66 h; Inert atmosphereReflux; 2: 2,4,6-tri(tert-butyl)phenylmagnesium bromide in tetrahydrofuran T=-78 - 20°C; 13.5 h; Inert atmosphere; Further stages;
参考文献
Salvi, Luca; Davis, Nicole R.; Ali, Siraj Z.; Buchwald, Stephen L.
Organic Letters, 2012 , vol. 14, # 1 p. 170 - 173
反应条件
1: 1.) SnCl4, 2.) conc. HCl / 1.) CH2Cl2, RT, 30 min., 2.) H2O, CH2Cl2, 1.5 h 2: 88.5 percent / NH4OAc / 4 h / Heating 3: LiAlH4 / tetrahydrofuran; diethyl ether / 1.5 h / Ambient temperature View Scheme
参考文献
Glennon; Young; Benington; Morin
Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1163 - 1168
