3-羟基-4-甲氧基苯甲醛合成路线 （共 405 条）
反应条件
1: 75 percent / KOH / H2O / 5 h / Heating 2: 93 percent / NaBH4 / ethanol / 1.) room temperature, 18 h, 2.) reflux, 1 h 3: 96 percent / PBr3 / tetrahydrofuran / 1.5 h / 0 °C 4: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h 5: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature 6: K2CO3 / acetone / 14 h / Heating 7: lithium aluminum hydride / tetrahydrofuran / Heating 8: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr View Scheme
参考文献
Meyers, A. I.; Guiles, Joseph
Heterocycles, 1989 , vol. 28, # 1 p. 295 - 301
反应条件
1: 79 percent / K2CO3-CuO / pyridine / Heating 2: p-TsOH 3: LiAlH4 View Scheme
参考文献
Speicher, Andreas; Groh, Matthias; Hennrich, Markus; Huynh, Anh-Minh
European Journal of Organic Chemistry, 2010 , # 35 p. 6760 - 6778
反应条件
1: 85 percent / ethyldiisopropylamine / CH2Cl2 / 0.67 h / -78 - 20 °C 2: 88 percent / Pd(PPh3)2Cl2, Et3N / dimethylformamide / 1.5 h / 90 °C 3: 68 percent / K2CO3 / methanol / 8.5 h / Ambient temperature View Scheme
参考文献
Hiroya, Kou; Hashimura, Kazuya; Ogasawara, Kunio
Heterocycles, 1994 , vol. 38, # 11 p. 2463 - 2472
反应条件
potassium carbonate in DMF (N,N-dimethyl-formamide) T=20 - 80°C; 18 h;
参考文献
GLENMARK PHARMACEUTICALS LIMITED
Patent: WO2004/22536 A1, 2004 ;
Location in patent: Page 37-38 ;
WO 2004/022536 A1
反应条件
caesium carbonate in N-methyl-acetamide
参考文献
SmithKline Beecham Corporation
Patent: US5449686 A1, 1995 ;
反应条件
potassium carbonate; N,N-dimethyl-formamide T=20 - 60°C; Inert atmosphere;
参考文献
Liu, Haiyan; Li, Gaoping; Wang, Junbo; Liu, Jingwen
Patent: US2011/9628 A1, 2011 ;
Location in patent: Page/Page column 44-45 ;
US 20110009628 A1
反应条件
1: With potassium carbonate in water; N,N-dimethyl-formamide T=20 - 100°C; 20 h; Inert atmosphere; 2: With hydrogenchloride in water; N,N-dimethyl-formamide 3 h;
参考文献
ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; BROTSCHI, Christine; KOBERSTEIN, Ralf; SIEGRIST, Romain; SIFFERLEN, Thierry; TRACHSEL, Daniel; WILLIAMS, Jodi T.
Patent: WO2010/44054 A1, 2010 ;
Location in patent: Page/Page column 108-109 ;
WO 2010/044054 A1
反应条件
in 1,4-dioxane; 1-chloro-1,1-difluoro-methane
参考文献
Byk Gulden Lomberg Chemische Fabrik GmbH
Patent: US6191138 B1, 2001 ;
反应条件
1: 85 percent / ethyldiisopropylamine / CH2Cl2 / 0.67 h / -78 - 20 °C 2: 88 percent / Pd(PPh3)2Cl2, Et3N / dimethylformamide / 1.5 h / 90 °C 3: 68 percent / K2CO3 / methanol / 8.5 h / Ambient temperature 4: 58 percent / LiCl, HMPA / 1.5 h / 130 °C View Scheme
参考文献
Hiroya, Kou; Hashimura, Kazuya; Ogasawara, Kunio
Heterocycles, 1994 , vol. 38, # 11 p. 2463 - 2472
反应条件
1.1: 92 percent / triethylamine / dimethylformamide / 20 °C 2.1: n-BuLi / tetrahydrofuran / 3 h / -78 °C 2.2: tetrahydrofuran / 5 h / 20 °C 3.1: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Albert, Sabrina; Horbach, Ralf; Deising, Holger B.; Siewert, Bianka; Csuk, Rene
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 17 p. 5155 - 5166
