1-溴-3,4,5-三甲氧基苯合成路线 (共 68 条)
反应条件
tert.-butyl lithium in various solvent(s)
T=-78°C; 0.25 h;
参考文献
Coleman, Robert S.; Gurrala, Srinivas Reddy
Organic Letters, 2004 , vol. 6, # 22 p. 4025 - 4028
反应条件
potassium carbonate; copper(II) oxide in pyridine
22 h; Heating;
参考文献
Glombitza, Karl-Werner; Woelwer-Rieck, Ursula
Liebigs Annalen der Chemie, 1988 , p. 261 - 266
反应条件
tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene in dimethyl sulfoxide
T=35°C; Sonogashira Cross-Coupling; 24 h;
参考文献
Park, Kyungho; You, Jung-Min; Jeon, Seungwon; Lee, Sunwoo
European Journal of Organic Chemistry, 2013 , # 10 p. 1973 - 1978
反应条件
K3PO4*7H2O in 1,4-dioxane
Suzuki coupling; 20 h; Reflux;
参考文献
Wu, Lei; Li, Zhi-Wei; Zhang, Feng; He, Yan-Mei; Fan, Qing-Hua
Advanced Synthesis and Catalysis, 2008 , vol. 350, # 6 p. 846 - 862
反应条件
HCN(CH2C(O)NHC6H5)CHCHN(CH2C6H5)(1+)*Cl(1-)=(HCN(CH2C(O)NHC6H5)CHCHN(CH2C6H5))Cl; potassium tert-butylate
T=20 - 100°C; 20 h; Schlenk techniqueInert atmosphereGreen chemistry;
参考文献
Ghosh, Debalina; Lee, Jhen-Yi; Liu, Chian-Yu; Chiang, Yen-Hsin; Lee, Hon Man
Advanced Synthesis and Catalysis, 2014 , vol. 356, # 2-3 p. 406 - 410
反应条件
pyridine; NiI2; 4,4'-dimethyl-2,2'-bipyridine; N,N-dimethyl acetamide; tetra-(n-butyl)ammonium iodide; magnesium chloride; zinc
T=25°C; 12 h; Inert atmosphereSchlenk techniqueGlovebox; Reagent/catalystSolventConcentration;
参考文献
Qian, Qun; Zang, Zhenhua; Wang, Shulin; Chen, Yang; Lin, Kunhua; Gong, Hegui
Synlett, 2013 , vol. 24, # 5 art. no. ST-2012-W1102-L, p. 619 - 624
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: bis(η3-allyl-μ-chloropalladium(II)); 1,4-di(diphenylphosphino)-butane; potassium hydroxide / water; tert-butyl alcohol
View Scheme
参考文献
Boehner, Christine M.; Frye, Elizabeth C.; O'Connell, Kieron M. G.; Galloway, Warren R. J. D.; Sore, Hannah F.; Dominguez, Patricia Garcia; Norton, David; Hulcoop, David G.; Owen, Martin; Turner, Gillian; Crawford, Claire; Horsley, Helen; Spring, David R.
Chemistry - A European Journal, 2011 , vol. 17, # 47 p. 13230 - 13239
反应条件
1: 5-bromo-1,2,3-trimethoxy-benzene in diethyl ether
T=-78°C; Inert atmosphere;
2: propionic acid N,N-dimethylamide in diethyl ether
T=-78 - 20°C;
参考文献
ASSISTANCE PUBLIQUE - HOPITAUX DE PARIS; UNIVERSITE PIERRE ET MARIE CURIE; UNIVERSITE DE STRASBOURG; CHOPPIN, Sabine; COLOBERT, Francoise; HANQUET, Gilles; LEROUX, Frederic; MAHMOUDI, Nassira; MAZIER, Dominique
Patent: WO2010/40730 A1, 2010 ;
Location in patent: Page/Page column 23-24 ;
反应条件
1: With magnesium in tetrahydrofuran
T=20°C; 3 h; Inert atmosphere;
2: With synthetic air; cobalt(II) chloride in tetrahydrofuran
T=0°C; 0.5 h; Inert atmosphere;
参考文献
Mayer, Matthias; Czaplik, Waldemar Maximilian; Jacobi Von Wangelin, Axel
Synlett, 2009 , # 18 p. 2919 - 2923
反应条件
1: 5-bromo-1,2,3-trimethoxy-benzene With n-butyllithium in tetrahydrofuran
T=-78°C; 0.5 h; Inert atmosphere;
2: With zinc(II) chloride in tetrahydrofuran
T=-78 - 20°C; 0.5 h; Inert atmosphere;
3: N-phenyl phthalimide With [2,2']bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) in tetrahydrofuran; 1,4-dioxane
T=95°C; 16 h; Inert atmosphere;
参考文献
Havlik, Sarah E.; Simmons, Jessica M.; Winton, Valerie J.; Johnson, Jeffrey B.
Journal of Organic Chemistry, 2011 , vol. 76, # 9 p. 3588 - 3593