5-氨基间苯二甲酸二甲酯合成路线 (共 29 条)
反应条件
1.1: hydrogenchloride; sodium nitrite / water / 1 h / 0 - 5 °C
1.2: 12 h / 0 - 20 °C
2.1: palladium diacetate; potassium acetate / N,N-dimethyl-formamide / 12 h / 90 °C / |Schlenk technique; |Inert atmosphere
3.1: cesium fluoride; tetrakis(triphenylphosphine) palladium(0) / ethylene glycol dimethyl ether / 48 h / |Reflux; |Inert atmosphere
4.1: sodium hydroxide / tetrahydrofuran; methanol / 60 °C
View Scheme
参考文献
Park, Jinhee; Wang, Zhiyong U.; Sun, Lin-Bing; Chen, Ying-Pin; Zhou, Hong-Cai
Journal of the American Chemical Society, 2012 , vol. 134, # 49 p. 20110 - 20116
反应条件
1: 49 percent / sodium nitrite; aq. HCl; KI / H2O; toluene / 13 h
2: potassium acetate; PdCl2(dppf) / dimethylformamide / 2 h / 80 °C
View Scheme
参考文献
Babu Kumar, Arun; Anderson, Jordan Micheal; Manetsch, Roman
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 18 p. 6284 - 6292
反应条件
tert.-butylnitrite in acetonitrile
T=80°C; 2 h;
参考文献
Qiu, Di; Jin, Liang; Zheng, Zhitong; Meng, He; Mo, Fanyang; Wang, Xi; Zhang, Yan; Wang, Jianbo
Journal of Organic Chemistry, 2013 , vol. 78, # 5 p. 1923 - 1933
反应条件
1: 1.) NaNO2, HCl, 2.) KI / 1.) H2O, -5 deg C, 2.) H2O, toluene, r.t., 12 h; reflux, 1 h
2: 59 percent / Cu / 1.) 220 deg C, 2 h, 2.) 250 deg C, 1 h
3: 69 percent / LiBH4 / tetrahydrofuran / Heating
4: 93 percent / HBr, H2O
View Scheme
参考文献
Boomgaarden, Wolfgang; Voegtle, Fritz; Nieger, Martin; Hupfer, Heike
Chemistry - A European Journal, 1999 , vol. 5, # 1 p. 345 - 355
反应条件
1: 1.) diazotized
2: alkaline hydrolysis
View Scheme
参考文献
Bapat, Jayant B.; Brown, Roger F.C.; Bulmer, Glenn H.; Childs, Trevor; Coulston, Karen J.; Eastwood, Frank W.; Taylor, Dennis K.
Australian Journal of Chemistry, 1997 , vol. 50, # 12 p. 1159 - 1182
反应条件
in toluene
1 h; Reflux;
参考文献
Eickmeier, Christian; Fuchs, Klaus; Heine, Niklas; Peters, Stefan; Dorner-Ciossek, Cornelia; Handschuh, Sandra; Nar, Herbert; Klinder, Klaus
Patent: US2010/298278 A1, 2010 ;
Location in patent: Page/Page column 48 ;
反应条件
1,2-dichloro-benzene
T=180°C;
参考文献
Du Pont de Nemours and Co.
Patent: US2680730 , 1950 ;
反应条件
in pyridine
T=50°C; 4 h;
参考文献
Dainippon Sumitomo Pharma Co., Ltd.; KISO, Yoshiaki
Patent: WO2007/29587 A1, 2007 ;
Location in patent: Page/Page column 32 ;
WO 2007/029587 A1
反应条件
1: 1.) HBr, NaNO2, 2.) CuBr, HBr / 1.) H2O, 2.) H2O, 0 deg C; heating, 1 h
2: 98 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Heating
View Scheme
参考文献
Brunner; Janura; Stefaniak
Synthesis, 1998 , # 12 p. 1742 - 1749