1-溴-3,5-二甲氧基苯合成路线 (共 64 条)
反应条件
copper(I) oxide; water; caesium carbonate; 1-n-butyl-3-methylimidazolium hexafluorophosphate; sodium hydroxide; N-methyl-2-(methylamino)ethylamine
T=100°C; 12 h; Inert atmosphereSealed tube;
参考文献
Wang, Jichao; Yin, Xinchi; Wu, Jun; Wu, Datong; Pan, Yuanjiang
Tetrahedron, 2013 , vol. 69, # 48 p. 10463 - 10469
反应条件
1H-imidazole; palladium diacetate; triethylamine; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; magnesium chloride in tetrahydrofuran
T=90°C; 0.5 h; Microwave irradiation;
参考文献
Baburajan, Poongavanam; Elango, Kuppanagounder P.
Tetrahedron Letters, 2014 , vol. 55, # 25 p. 3525 - 3528
反应条件
1: triethylamine; copper(l) iodide; triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0) / 80 °C / |Inert atmosphere
2: palladium 10 on activated carbon; hydrogen / dichloromethane / 4 h / 20 °C / 2327.23 Torr / |Inert atmosphere
3: boron tribromide / dichloromethane / 20 h / 0 - 20 °C / |Inert atmosphere
View Scheme
参考文献
Morales, Paula; Azofra, Luis Miguel; Cumella, Jose; Hernandez-Folgado, Laura; Roldan, Maria; Alkorta, Ibon; Jagerovic, Nadine
Arkivoc, 2014 , vol. 2014, # 2 p. 319 - 332
反应条件
1: 1-bromo-3,5-dimethoxybenzene With cesium fluoride; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran
T=20°C; 0.5 h;
2: allylboronic acid pinacol ester in tetrahydrofuran
54 h; Heating / reflux;
参考文献
THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; RUTERGS UNIVERSITY
Patent: WO2007/8847 A2, 2007 ;
Location in patent: Page/Page column 28-30 ;
反应条件
iodine; magnesium in tetrahydrofuran
T=20°C; Grignard reaction; 3 h;
参考文献
Huang, He; Zhang, Lei; Zhang, Xiaodong; Ji, Xun; Ding, Xiao; Shen, Xu; Jiang, Hualiang; Liu, Hong
Chinese Journal of Chemistry, 2010 , vol. 28, # 6 p. 1041 - 1043
反应条件
1: 1-bromo-3,5-dimethoxybenzene With (nBu)3MgLi in tetrahydrofuran
T=0°C; 0.0833333 h;
2: bromobenzene With Cl2Ni(1,2-bis(diphenylphosphino)ethane) in tetrahydrofuran
T=0°C; Kumada-Corriu cross-coupling; Further stages.;
参考文献
Lau, Stephen Y. W.; Hughes, Greg; O'Shea, Paul D.; Davies, Ian W.
Organic Letters, 2007 , vol. 9, # 11 p. 2239 - 2242
反应条件
potassium phosphate; tetrakis(triphenylphosphine) palladium(0); tri-tert-butyl phosphine in 1,1,1,2,3,3,3-heptafluoro-n-propane; ethanol; Solkane® 365mfc
T=20°C; Suzuki-Miyaura cross-coupling reaction; 24 h; Inert atmosphere;
参考文献
Xu, Xiu-Hua; Azuma, Ayaka; Kusuda, Akihiro; Tokunaga, Etsuko; Shibata, Norio
European Journal of Organic Chemistry, 2012 , # 8 p. 1504 - 1508
反应条件
P(NC5H10)3; nickel dichloride in tetrahydrofuran; 1-methyl-pyrrolidin-2-one
T=60°C; Negishi cross-coupling reaction; 0.5 h;
参考文献
Gerber, Roman; Frech, Christian M.
Chemistry - A European Journal, 2011 , vol. 17, # 42 p. 11893 - 11904
反应条件
potassium tert-butylate; tetrabutylammomium bromide in tetrahydrofuran; water
T=50°C; Suzuki-type cross-coupling reaction; 24 h;
参考文献
Proch; Mei; Rivera Villanueva; Lu; Karpov; Ballauff; Kempe
Advanced Synthesis and Catalysis, 2008 , vol. 350, # 3 p. 493 - 500
反应条件
1: PhMgX, X = halide With zinc(II) chloride in tetrahydrofuran
T=25°C; 0.25 h; Inert atmosphere;
2: 1-bromo-3,5-dimethoxybenzene With [(C10H13-1,3-(CH2P(Cy)2)2)Pd(Cl)] in tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one
T=100°C; Negishi cross-coupling reaction; Inert atmosphereResealed tube;
参考文献
Gerber, Roman; Blacque, Olivier; Frech, Christian M.
Dalton Transactions, 2011 , vol. 40, # 35 p. 8996 - 9003