5-羟基-2-硝基苯甲醛合成路线 （共 59 条）
反应条件
1: 95 percent / K2CO3 / dimethylformamide / 1 h / 100 °C
2: 96 percent / aq. KOH / ethanol
3: oxalyl chloride / benzene; dimethylformamide / 1 h / Ambient temperature
4: aq. Na2CO3 / tetrahydrofuran / 1 h / Ambient temperature
5: 83 percent / pyridine / ethanol / Heating
6: FeSO4, aq. conc. NH3 / 0.25 h / Heating
7: TsOH / toluene; tetrahydrofuran / 48 h / Heating
View Scheme
参考文献
Jones; Venuti; Alvarez; Bruno; Berks; Prince
Journal of Medicinal Chemistry, 1987 , vol. 30, # 2 p. 295 - 303
反应条件
potassium hydroxide in methanol
参考文献
Occidental Chemical Corporation
Patent: US4469893 A1, 1984 ;
Title/Abstract Full Text Show Details
Occidental Chemical Corporation
Patent: US4603222 A1, 1986 ;
反应条件
1: 98 percent / K2CO3 / dimethylformamide / 12 h / 75 °C
2: 80 percent / PPh3 / CH2Cl2 / 0 - 20 °C
3: 79 percent / hydrogen / vanadium-doped platinum on carbon / methanol / 15 h / 2585.74 Torr
4: 74 percent / K3PO4*H2O; 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl / Pd(OAc)2 / toluene / 1.5 h / 100 °C
View Scheme
参考文献
Fang, Yuan-Qing; Karisch, Robert; Lautens, Mark
Journal of Organic Chemistry, 2007 , vol. 72, # 4 p. 1341 - 1346
反应条件
1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 40 °C
2: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C / |Inert atmosphere
3: sodium azide / N,N-dimethyl-formamide / 70 °C
View Scheme
参考文献
Liao, Longyan; Liu, Jenny; Dreaden, Erik C.; Morton, Stephen W.; Shopsowitz, Kevin E.; Hammond, Paula T.; Johnson, Jeremiah A.
Journal of the American Chemical Society, 2014 , vol. 136, # 16 p. 5896 - 5899
反应条件
1: 1.) K2CO3 / 1.) THF, 1 h, 2.) THF, reflux, 24 h
2: 88 percent / tetrahydrofuran / 1.) -50 deg C, 4 h, 2.) r.t., 1 h
3: 88 percent / PDC / CH2Cl2 / 6 h / Heating
4: 97 percent / H2 / 5percent Pd/C / ethanol / 3 h / 760 Torr
5: 77 percent / pyridine / CH2Cl2 / 1 h / Ambient temperature
6: TiCl3/C8K / 1,2-dimethoxy-ethane / 1 h / Heating
View Scheme
参考文献
Fuerstner, Alois; Jumbam, Denis N.; Seidel, Guenter
Chemische Berichte, 1994 , vol. 127, # 6 p. 1125 - 1130
反应条件
1: 95 percent / K2CO3 / dimethylformamide / 1 h / 100 °C
2: 96 percent / aq. KOH / ethanol
3: oxalyl chloride / benzene; dimethylformamide / 1 h / Ambient temperature
4: aq. Na2CO3 / tetrahydrofuran / 1 h / Ambient temperature
5: NaBH3CN / ethanol / 3 h
6: H2 / 10percent Pd/C / ethanol / 4 h
7: 2.) conc. NH4OH / 1.) EtOH, RT, 16 h, 2.) EtOH, RT, 30 min
View Scheme
参考文献
Jones; Venuti; Alvarez; Bruno; Berks; Prince
Journal of Medicinal Chemistry, 1987 , vol. 30, # 2 p. 295 - 303
反应条件
1: 1.) K2CO3 / 1.) THF, 1 h, 2.) THF, reflux, 24 h
2: 88 percent / tetrahydrofuran / 1.) -50 deg C, 4 h, 2.) r.t., 1 h
3: 88 percent / PDC / CH2Cl2 / 6 h / Heating
View Scheme
参考文献
Fuerstner, Alois; Jumbam, Denis N.; Seidel, Guenter
Chemische Berichte, 1994 , vol. 127, # 6 p. 1125 - 1130
反应条件
hydrogenchloride; tin(ll) chloride in water
T=10 - 15°C;
参考文献
Katritzky, Alan R.; Wang, Zuoquan; Hall, C.Dennis; Ji, Yu; Akhmedov, Novruz G.
Tetrahedron Letters, 2002 , vol. 43, # 18 p. 3449 - 3451
参考文献
Ren, Lei; Lei, Tao; Ye, Jia-Xi; Gong, Liu-Zhu
Angewandte Chemie - International Edition, 2012 , vol. 51, # 3 p. 771 - 774
反应条件
potassium carbonate in N,N-dimethyl-formamide
T=110°C; 4 h;
参考文献
Roche, Olivier; Rodriguez Sarmiento, Rosa Maria
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3670 - 3675
