3-甲氧基5-硝基苯甲酸乙酯合成路线 （共 20 条）
反应条件
diisobutylaluminium hydride in dichloromethane T=-78°C; Inert atmosphere;
参考文献
Brandt, Gary E. L.; Blagg, Brian S. J.
ACS Medicinal Chemistry Letters, 2011 , vol. 2, # 10 p. 735 - 740
反应条件
ammonium hydroxide in methanol T=20°C; 120 h;
参考文献
Yan, Zhiqing; Chang, Yuning; Mayo, Dennis; Maslak, Veselin; Xia, Shijing; Badjic, Jovica D.
Organic Letters, 2006 , vol. 8, # 17 p. 3697 - 3700
反应条件
hydrogenchloride 0.5 h; Yield given;
参考文献
Dainippon Sumitomo Pharma Co., Ltd.
Patent: EP1690863 A1, 2006 ;
Location in patent: Page/Page column 177-178 ;
反应条件
1: HCl (d 1.17) / 0.5 h 2: 1) 20percent aq. NaOH, 98percent hydrazine hydrate, Raney nickel / 1) water, 70 to 75 deg. C; 2) 70 to 80 deg. C, 30 min View Scheme
参考文献
Nekhoroshev, A. A.; Sevbo, D. P.; Ginzburg, O. A.
Journal of Organic Chemistry USSR (English Translation), 1981 , vol. 17, # 2 p. 313 - 317
Zhurnal Organicheskoi Khimii, 1981 , vol. 17, # 2 p. 369 - 374
反应条件
hydrogen bromide; acetic acid 22 h; Heating;
参考文献
Herlt, Anthony J.; Kibby, Jeffrey J.; Rickards, Rodney W.
Australian Journal of Chemistry, 1981 , vol. 34, # 6 p. 1319 - 1324
反应条件
1.1: 76 percent / aq. NH4OH / methanol / 120 h / 20 °C 2.1: aq. NaOBr / methanol / 1.5 h / 20 °C 2.2: 84 percent / aq. NaHCO3 / 2 h / 80 °C View Scheme
参考文献
Yan, Zhiqing; Chang, Yuning; Mayo, Dennis; Maslak, Veselin; Xia, Shijing; Badjic, Jovica D.
Organic Letters, 2006 , vol. 8, # 17 p. 3697 - 3700
反应条件
1: 79 percent / 48percent aq. HBr, AcOH / 22 h / Heating 2: 100 percent / H2 / 10percent Pd/C / ethanol / 0.25 h / 760 Torr View Scheme
参考文献
Herlt, Anthony J.; Kibby, Jeffrey J.; Rickards, Rodney W.
Australian Journal of Chemistry, 1981 , vol. 34, # 6 p. 1319 - 1324
反应条件
1: With lithium aluminium tetrahydride in diethyl ether T=0 - 20°C; 2: With water in diethyl ether
参考文献
COMENTIS, INC.; PURDUE RESEARCH FOUNDATION
Patent: WO2009/42694 A1, 2009 ;
Location in patent: Page/Page column 100 ;
WO 2009/042694 A1
反应条件
hydrogenchloride; hydrogen; palladium on activated charcoal in methanol; water; ethyl acetate T=20°C; P=2068.65 Torr; 1 h;
参考文献
NOVARTIS AG; NOVARTIS PHARMA GmbH
Patent: WO2008/9750 A2, 2008 ;
Location in patent: Page/Page column 38-39 ;
反应条件
1: HCl (d 1.17) / 0.5 h
2: 1) 20percent aq. NaOH, 98percent hydrazine hydrate, Raney nickel / 1) water, 70 to 75 deg. C; 2) 70 to 80 deg. C, 30 min
3: 72.5 percent / H2SO4 (d 1.83), HNO3 (d 1.51) / 0.5 h / 0 - 8 °C
4: 94 percent / Ba(OH)2 * 8H2O / H2O / heating on a boiling water bath
5: 1) H2SO4, NaNO2; 2) Cu2Br2, HBr / 1) water, 0 to 5 deg. C, 30 min
6: 89.5 percent / diethyl ether
View Scheme
参考文献
Nekhoroshev, A. A.; Sevbo, D. P.; Ginzburg, O. A.
Journal of Organic Chemistry USSR (English Translation), 1981 , vol. 17, # 2 p. 313 - 317
Zhurnal Organicheskoi Khimii, 1981 , vol. 17, # 2 p. 369 - 374
