1-溴-3,4,5-三甲氧基苯合成路线 （共 68 条）
反应条件
magnesium
Yield given. Multistep reaction;
参考文献
Thompson; Tschaen; Simpson; McSwine; Reamer; Verhoeven; Shinkai
Journal of Organic Chemistry, 1992 , vol. 57, # 26 p. 7044 - 7052
反应条件
magnesium; zinc(II) chloride
1) tetrahydrofuran; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Thompson; Tschaen; Simpson; McSwine; Reamer; Verhoeven; Shinkai
Journal of Organic Chemistry, 1992 , vol. 57, # 26 p. 7044 - 7052
反应条件
dilithium tetrachlorocuprate; iodine; magnesium
1) THF, a) 25 deg C, 18 h, b) 0 deg C, 15 min, 2) methylene chloride, -60 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Thompson; Tschaen; Simpson; McSwine; Reamer; Verhoeven; Shinkai
Journal of Organic Chemistry, 1992 , vol. 57, # 26 p. 7044 - 7052
反应条件
1: With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane
T=80°C; 18 h;
2: 5-bromo-1,2,3-trimethoxy-benzene; 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane in 1,4-dioxane
T=80°C; 18 h;
参考文献
Commonwealth Scientific and Industrial Research Organisation
Patent: US6680401 B1, 2004 ;
Location in patent: Page column 59 ;
反应条件
[1,3-bis(diphenylphosphino) propane] dichloronickel(II); 1,3-bis-(diphenylphosphino)propane; triethylamine in toluene
T=100°C; 18 h; Inert atmosphere;
参考文献
Rosen, Brad M.; Huang, Chenghong; Percec, Virgil
Organic Letters, 2008 , vol. 10, # 12 p. 2597 - 2600
反应条件
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate in dimethyl sulfoxide
T=80°C; 24 h; Inert atmosphere;
参考文献
Gerbino, Dario C.; Mandolesi, Sandra D.; Schmalz, Hans-Guenther; Podesta, Julio C.
European Journal of Organic Chemistry, 2009 , # 23 p. 3964 - 3972
反应条件
1: 5-bromo-1,2,3-trimethoxy-benzene With iodine; magnesium in tetrahydrofuran
0.666667 h; Inert atmosphereReflux;
2: With boric acid trimethyl ester in tetrahydrofuran
T=-78 - 25°C;
3: 2,3-dimethylbutane-2,3-diol With acetic acid in tetrahydrofuran
T=20°C; 4 h;
参考文献
Gerbino, Dario C.; Mandolesi, Sandra D.; Schmalz, Hans-Guenther; Podesta, Julio C.
European Journal of Organic Chemistry, 2009 , # 23 p. 3964 - 3972
反应条件
1: 5-bromo-1,2,3-trimethoxy-benzene With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 1 h; Inert atmosphere;
2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran; hexane
T=-78 - 20°C; Inert atmosphere;
参考文献
Yasuda, Takuma; Shimizu, Tomohiro; Liu, Feng; Ungar, Goran; Kato, Takashi
Journal of the American Chemical Society, 2011 , vol. 133, # 34 p. 13437 - 13444
反应条件
1: BBr3 / CH2Cl2 / -78 - 20 °C
2: 85 percent / K2CO3 / dimethylformamide / 4 h / 60 °C
View Scheme
参考文献
Yasuda, Takuma; Shimizu, Tomohiro; Liu, Feng; Ungar, Goran; Kato, Takashi
Journal of the American Chemical Society, 2011 , vol. 133, # 34 p. 13437 - 13444
反应条件
1: 3.4 g / BBr3 / CH2Cl2 / 31 h / -78 - 20 °C
2: 7.31 g / K2CO3 / dimethylformamide / 4 h / 60 °C
3: 92.5 percent / Pd(PPh3)4; CuI; piperidine / Heating
View Scheme
参考文献
Caceres, David; Cebrian, Cristina; Rodriguez, Antonio M.; Carrillo, Jose R.; Diaz-Ortiz, Angel; Prieto, Pilar; Aparicio, Fatima; Garcia, Fatima; Sanchez, Luis
Chemical Communications, 2013 , vol. 49, # 6 p. 621 - 623
