3-羟基-4-甲氧基苯甲醛合成路线 （共 405 条）
反应条件
1: 90 percent / Cl2
2: 66 percent / K2CO3 / dimethylformamide / 0.08 h / Heating
3: 100 percent / NaBH4 / aq. ethanol / 1 h / 25 °C
4: 97 percent / 12N aq. HCl
5: 96 percent / dimethylsulfoxide / 1.25 h
View Scheme
参考文献
Weinstock; Ladd; Wilson; Brush; Yim; Gallagher Jr.; McCarthy; Silvestri; Sarau; Flaim
Journal of Medicinal Chemistry, 1986 , vol. 29, # 11 p. 2315 - 2325
反应条件
sodium hydride in N,N,N',N',N'',N''-hexamethylphosphoric triamide
T=140°C; 20 h;
参考文献
Camps, F.; Coll, J.; Messeguer, A.; Pericas, M, A.
Synthesis, 1980 , # 9 p. 727 - 728
反应条件
1: hydrogen
2: sodium hydroxide / ethanol
3: hydrogen / Pd-C
View Scheme
参考文献
Arnarp; Bielawski; Dahlin; Dahlman; Enzell; Pettersson
Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 1989 , vol. 43, # 1 p. 44 - 50
反应条件
1.1: 88 percent / K2CO3 / acetone
2.1: K2CO3 / acetone
3.1: potassium tert-butoxide / tetrahydrofuran / 0.17 h
3.2: 80 percent / tetrahydrofuran
View Scheme
参考文献
Huang, Keng-Shiang; Wang, Eng-Chi
Journal of the Chinese Chemical Society, 2004 , vol. 51, # 2 p. 383 - 391
反应条件
sodium hydroxide in ethanol; water
Ambient temperature;
参考文献
Yakovenko, V. I.; Oganesyan, E. T.; Dorofeenko, G. N.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1981 , vol. 17, # 2 p. 115 - 118
Khimiya Geterotsiklicheskikh Soedinenii, 1981 , vol. 17, # 2 p. 170 - 173
反应条件
pyridine
T=70 - 80°C; 2 h;
参考文献
EPR PHARMACEUTICALS PVT.LTD
Patent: US2010/152491 A1, 2010 ;
Location in patent: Page/Page column 29 ;
反应条件
1: aqueous KOH; diethyl ether / 0 °C
2: iodine; sodium acetate; acetic acid; bromine
3: glacial acetic acid; sodium acetate; bromine
View Scheme
参考文献
Raiford; Ravely
Journal of Organic Chemistry, 1940 , vol. 5, p. 204,208
反应条件
1: K2CO3, KI / dimethylformamide / 21 h / 65 °C
2: sulfamic acid, aq. AcOH, aq. NaClO2 / 1 h / Ambient temperature
View Scheme
参考文献
Zhang, Mei; Yang, Xiao-Ying; Tang, Wei; Groeneveld, Tom W. L.; He, Pei-Lan; Zhu, Feng-Hua; Li, Jia; Lu, Wei; Blom, Anna M.; Zuo, Jian-Ping; Nan, Fa-Jun
ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 4 p. 317 - 321
反应条件
1: 90 percent / Cl2
2: 66 percent / K2CO3 / dimethylformamide / 0.08 h / Heating
3: 100 percent / NaBH4 / aq. ethanol / 1 h / 25 °C
4: 97 percent / 12N aq. HCl
5: 96 percent / dimethylsulfoxide / 1.25 h
6: 74 percent / borane / tetrahydrofuran / 1.5 h / Heating
7: 37 percent / 2.5 h / Heating
8: TFA, 36 N aq. H2SO4 / 3.5 h / 25 °C
9: BBr3 / CH2Cl2 / 3 h / 25 °C
View Scheme
参考文献
Weinstock; Ladd; Wilson; Brush; Yim; Gallagher Jr.; McCarthy; Silvestri; Sarau; Flaim
Journal of Medicinal Chemistry, 1986 , vol. 29, # 11 p. 2315 - 2325
反应条件
1: 95 percent / K2CO3 / dimethylformamide / 4 h / Ambient temperature
2: 22 percent / CsF, N,N-diethylaniline / 2 h / Heating
3: 94 percent / 10percent NaOH / ethanol / Ambient temperature
4: 87 percent / acetic acid / 2-ethoxy-ethanol; H2O / 0.08 h / 110 - 120 °C
5: 91 percent / NaOH / H2O; ethanol / 4 h / Heating
6: 94 percent / H2, 1percent aq.PdCl2, Norit / acetic acid / 760 Torr / Ambient temperature
7: 86 percent / POCl3, K2CO3 / acetonitrile / 2.5 h / 55 - 60 °C
8: 1.) TiCl4, 2.) NaBH4 / 1.) CHCl3, a) RT, 2.5 h, b) reflux, 30 min, 2.) MeOH, RT, overnight
9: 91 percent / CHCl3 / 3 h / Heating
10: 89 percent / DDQ / benzene / 2 h / Heating
11: 77 percent / OsO4, pyridine / 2 h / Ambient temperature
12: 70 percent / HIO4*2H2O / H2O; dioxane / 2 h / Ambient temperature
13: 92 percent / K2CO3 / dimethylformamide / 2 h / Ambient temperature
14: 49 percent / 1.) p-toluenesulfonic acid, 2.) aq. 10percent HCl / xylene / 7.5 h / Heating
15: 76 percent / NaBH4 / methanol / 0.5 h / Ambient temperature
View Scheme
参考文献
Ishii; Ishikawa; Takeda; Suzuki; Harayaya
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 8 p. 2002 - 2006
