4-[(4-氯苯基)磺酰基]-4-(2,5-二氟苯基)环己酮合成路线 （共 14 条）
反应条件
1.1: potassium tert-butoxide / tetrahydrofuran / 1 h / -5 °C 1.2: 97 percent / tetrahydrofuran / 20 h / 22 °C 2.1: 94 percent / L-selectride / tetrahydrofuran / 1.5 h / -60 °C 3.1: 96 percent / diisobutylaluminium hydride / toluene / 1 h / -40 °C 4.1: potassium tert-butoxide / tetrahydrofuran / cooling 4.2: tetrahydrofuran; toluene / -20 - 20 °C 5.1: 5.6 kg / aq. HCl / tetrahydrofuran; toluene; dimethylformamide / 2 h / 45 °C 6.1: 74 percent / sulfamic acid; sodium chlorite / CH2Cl2; H2O / 0.5 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 72, # 11 p. 4149 - 4155
反应条件
1: in xylenes
T=130°C;
2: With hydrogenchloride in tetrahydrofuran; water; xylenes
T=50°C;
参考文献
MERCK SHARP and DOHME LIMITED; MERCK and CO., INC.
Patent: WO2004/13090 A1, 2004 ;
Location in patent: Page 12-13 ;
反应条件
water; sodium chloride in dimethyl sulfoxide
T=150°C; 2 h;
参考文献
MERCK SHARP & DOHME
Patent: JP2005/501120 A, 2005 ;
Location in patent: Page/Page column 13 ;
反应条件
1: 96 percent / sodium tungstate dihydrate; sulfuric acid; hydrogen peroxide / aliquat 336 / H2O; toluene / 45 °C
2: 92 percent / acetic anhydride / dimethylformamide / 24.5 h / 60 °C
3: xylene / 16 h / 130 °C
4: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C
View Scheme
参考文献
Scott, Jeremy P.; Lieberman, David R.; Beureux, Olivier M.; Brands, Karel M. J.; Davies, Antony J.; Gibson, Andrew W.; Hammond, Deborah C.; McWilliams, Chris J.; Stewart, Gavin W.; Wilson, Robert D.; Dolling, Ulf-H.
Journal of Organic Chemistry, 2007 , vol. 72, # 11 p. 4149 - 4155
反应条件
1: 100 percent / sodium hydroxide / ethanol / cooling
2: 96 percent / sodium tungstate dihydrate; sulfuric acid; hydrogen peroxide / aliquat 336 / H2O; toluene / 45 °C
3: 92 percent / acetic anhydride / dimethylformamide / 24.5 h / 60 °C
4: xylene / 16 h / 130 °C
5: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C
View Scheme
参考文献
Scott, Jeremy P.; Lieberman, David R.; Beureux, Olivier M.; Brands, Karel M. J.; Davies, Antony J.; Gibson, Andrew W.; Hammond, Deborah C.; McWilliams, Chris J.; Stewart, Gavin W.; Wilson, Robert D.; Dolling, Ulf-H.
Journal of Organic Chemistry, 2007 , vol. 72, # 11 p. 4149 - 4155
反应条件
sodium chloride in dimethyl sulfoxide
T=150°C;
参考文献
Teall, Martin; Oakley, Paul; Harrison, Timothy; Shaw, Duncan; Kay, Euan; Elliott, Jason; Gerhard, Ute; Castro, Jose L.; Shearman, Mark; Ball, Richard G.; Tsou, Nancy N.
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2685 - 2688
反应条件
1: 100 percent / sodium hydroxide / ethanol / cooling
2: 96 percent / sodium tungstate dihydrate; sulfuric acid; hydrogen peroxide / aliquat 336 / H2O; toluene / 45 °C
3: 92 percent / acetic anhydride / dimethylformamide / 24.5 h / 60 °C
4: xylene / 16 h / 130 °C
5: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C
View Scheme
参考文献
Scott, Jeremy P.; Lieberman, David R.; Beureux, Olivier M.; Brands, Karel M. J.; Davies, Antony J.; Gibson, Andrew W.; Hammond, Deborah C.; McWilliams, Chris J.; Stewart, Gavin W.; Wilson, Robert D.; Dolling, Ulf-H.
Journal of Organic Chemistry, 2007 , vol. 72, # 11 p. 4149 - 4155
反应条件
1: 92 percent / acetic anhydride / dimethylformamide / 24.5 h / 60 °C
2: xylene / 16 h / 130 °C
3: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C
View Scheme
参考文献
Scott, Jeremy P.; Lieberman, David R.; Beureux, Olivier M.; Brands, Karel M. J.; Davies, Antony J.; Gibson, Andrew W.; Hammond, Deborah C.; McWilliams, Chris J.; Stewart, Gavin W.; Wilson, Robert D.; Dolling, Ulf-H.
Journal of Organic Chemistry, 2007 , vol. 72, # 11 p. 4149 - 4155
反应条件
1: xylene / 16 h / 130 °C
2: 110 g / aq. HCl / xylene; tetrahydrofuran / 2 h / 50 °C
View Scheme
参考文献
Scott, Jeremy P.; Lieberman, David R.; Beureux, Olivier M.; Brands, Karel M. J.; Davies, Antony J.; Gibson, Andrew W.; Hammond, Deborah C.; McWilliams, Chris J.; Stewart, Gavin W.; Wilson, Robert D.; Dolling, Ulf-H.
Journal of Organic Chemistry, 2007 , vol. 72, # 11 p. 4149 - 4155
反应条件
1: cyanomethyl-phosphonic acid diethyl ester With potassium tert-butylate in tetrahydrofuran
T=-5°C; 1 h;
2: 4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanone in tetrahydrofuran
T=22°C; Horner-Wadsworth-Emmons olefination; 20 h; Further stages.;
参考文献
Scott, Jeremy P.; Lieberman, David R.; Beureux, Olivier M.; Brands, Karel M. J.; Davies, Antony J.; Gibson, Andrew W.; Hammond, Deborah C.; McWilliams, Chris J.; Stewart, Gavin W.; Wilson, Robert D.; Dolling, Ulf-H.
Journal of Organic Chemistry, 2007 , vol. 72, # 11 p. 4149 - 4155
