4-(4-甲氧苯基)-1-丁醇合成路线 (共 34 条)
反应条件
1: 2.) NaI / 1.) mesylation 2.) M2CO, reflux 2: Amberlyst A-26 polymer-supported nitrite reagent / benzene / 8 h / Ambient temperature 3: CH2Cl2 / 2 h / -78 gradC to 0 gradC View Scheme
参考文献
Kende, Andrew S.; Koch, Kevin
Tetrahedron Letters, 1986 , vol. 27, # 50 p. 6051 - 6054
反应条件
thionyl chloride in tetrahydrofuran T=50°C; 2 h;
参考文献
Apelt; Grassmann; Ligneau; Pertz; Ganellin; Arrang; Schwartz; Schunack; Stark, Holger
Pharmazie, 2005 , vol. 60, # 2 p. 97 - 106
反应条件
1: pyridinium chlorochromate, Celite / CH2Cl2 / 0.75 h / Ambient temperature 2: tetrahydrofuran / 2.5 h / Ambient temperature 3: 97.1 percent / pyridinium chlorochromate, Celite / CH2Cl2 / 24 h / Ambient temperature 4: 70 percent / BBr3 / CH2Cl2 / 1.5 h / -78 °C 5: 1.) NaH, 2.) ClSO2NH2 / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 24 h View Scheme
参考文献
Chu, Guo-Hua; Milano, Shawn; Kluth, Lisa; Rhodes, Michael; Boni, Riccardo; Johnson, David A.; Li, Pui-Kai
Steroids, 1997 , vol. 62, # 7 p. 530 - 535
反应条件
α,α,α-trifluorotoluene; magnesium oxide T=83°C; 24 h; Title compound not separated from byproducts;
参考文献
Poon, Kevin W. C.; Dudley, Gregory B.
Journal of Organic Chemistry, 2006 , vol. 71, # 10 p. 3923 - 3927
反应条件
α,α,α-trifluorotoluene; magnesium oxide T=83°C; 24 h; Title compound not separated from byproducts;
参考文献
Poon, Kevin W. C.; Dudley, Gregory B.
Journal of Organic Chemistry, 2006 , vol. 71, # 10 p. 3923 - 3927
反应条件
1: pyridine / tetrahydrofuran / 20 °C 2: sodium azide / dimethylformamide / 20 °C 3: 94 percent / Ph3P; H2O / tetrahydrofuran / 20 °C View Scheme
参考文献
Hirsh, Andrew J.; Molino, Bruce F.; Zhang, Jianzhong; Astakhova, Nadezhda; Geiss, William B.; Sargent, Bruce J.; Swenson, Brian D.; Usyatinsky, Alexander; Wyle, Michael J.; Boucher, Richard C.; Smith, Rick T.; Zamurs, Andra; Johnson, M. Ross
Journal of Medicinal Chemistry, 2006 , vol. 49, # 14 p. 4098 - 4115
反应条件
trimethylsilyl iodide; sulfuric acid 1.) CHCl3, 50 deg C, 21 h, 2.) THF, 1.5 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Boldt, Peter; Zippel, Stephan; Haucke, Gerd
Journal of Chemical Research, Miniprint, 1997 , # 11 p. 2318 - 2346
反应条件
amberlyst 15 in chlorobenzene T=200°C; 3 h;
参考文献
Byung, Hyun Kim; Jong, Gil Lee; Woon, Ki Kim; Young, Gyu Kim
Organic Process Research and Development, 2005 , vol. 9, # 6 p. 814 - 817
反应条件
1: 100 percent / SOCl2 / tetrahydrofuran / 2 h / 50 °C
2: 99 percent / KI / dimethylformamide / 12 h / Heating
3: 65 percent / BBr3 / CH2Cl2 / -78 - 20 °C
View Scheme
参考文献
Apelt, Joachim; Ligneau, Xavier; Pertz, Heinz H.; Arrang, Jean-Michel; Ganellin, C. Robin; Schwartz, Jean-Charles; Schunack, Walter; Stark, Holger
Journal of Medicinal Chemistry, 2002 , vol. 45, # 5 p. 1128 - 1141
反应条件
sodium hydroxide; boron tribromide in dichloromethane; ethyl acetate
参考文献
Gensia Pharmaceuticals, Inc.
Patent: US5395970 A1, 1995 ;