1-氯-3,5-二甲氧基苯合成路线 （共 65 条）
反应条件
magnesium; ethylene dibromide; dilithium tetrachlorocuprate 1.) THF, reflux 6 h, 2.) THF, 0 deg C 90 min, 20 deg C 16 h; Yield given. Multistep reaction;
参考文献
Novak; Salemink
Synthesis, 1983 , vol. No. 7, p. 597 - 598
反应条件
1: AlCl3, ZnCl2 / 1,2-dichloro-ethane / 1 h / Ambient temperature 2: AlCl3, ZnCl2 / 1,2-dichloro-ethane / 1 h / 70 °C 3: 64 percent / pyridine / piperidine / 4 h / Heating 4: 96.3 percent / AlCl3 / benzene / Heating View Scheme
参考文献
Kitagawi; Mimura; Tanaka
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 9 p. 2400 - 2407
反应条件
1: AlCl3 2: 1) NaH / 1) dioxane, 3 h, 40 deg C, 2) 1 h, 160 deg C 3: 96 percent / AlCl3 / benzene 4: 89 percent / K2CO3 5: 86 percent / NaOH View Scheme
参考文献
Kitagawa; Yamamoto; Katakura; Kanno; Yamada; Nagahara; Tanaka
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 10 p. 2681 - 2690
反应条件
carbon dioxide; zinc; palladium on activated charcoal in water
T=20°C; Ullmann coupling; P=7500.6 Torr; 48 h;
参考文献
Li, Jin-Heng; Xie, Ye-Xiang; Yin, Du-Lin
Journal of Organic Chemistry, 2003 , vol. 68, # 25 p. 9867 - 9869
反应条件
iodine; magnesium
1.) THF, reflux, 36 h; 2.) THF, 2 h; Yield given. Multistep reaction;
参考文献
Dol, Georg C.; Kamer, Paul C. J.; Van Leeuwen, Piet W. N. M.
European Journal of Organic Chemistry, 1998 , # 2 p. 359 - 364
反应条件
potassium phosphate; palladium diacetate in 1-methyl-pyrrolidin-2-one
T=125°C; 24 h;
参考文献
Chiong, Hendrich A.; Daugulis, Olafs
Organic Letters, 2007 , vol. 9, # 8 p. 1449 - 1451
反应条件
bis(η3-allyl-μ-chloropalladium(II)); dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphine in 1,3,5-trimethyl-benzene
T=20 - 140°C; 20.1667 h; Inert atmosphereSealed tube;
参考文献
Shang, Rui; Ji, Dong-Sheng; Chu, Ling; Fu, Yao; Liu, Lei
Angewandte Chemie - International Edition, 2011 , vol. 50, # 19 p. 4470 - 4474
反应条件
1: 5-chloro-1,3-dimethoxybenzene With BrettPhos Palladacycle; sodium t-butanolate; hydrazine in tetrahydrofuran
T=20°C; 0.025 h; Flow reactorSonicationInert atmosphere;
2: cyclohexanone With trifluoroacetic acid in THF-d8 (tetrahydrofuran-d8); water
T=125°C; 0.1 h; Flow reactorSonicationInert atmosphere;
参考文献
Deangelis, Andrew; Wang, Dong-Hui; Buchwald, Stephen L.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 12 p. 3434 - 3437
Angew. Chem., 2013 , vol. 125, # 12 p. 3518 - 3521,4
反应条件
nitric acid; acetic anhydride
T=20°C;
参考文献
Barlaam, Bernard; Bernstein, Peter; Dantzman, Cathy; Warwick, Paul
Patent: US2004/102435 A1, 2004 ;
参考文献
Hodgson; Batty
Journal of the Chemical Society, 1934 , p. 1433
