5-溴-2-(羧基甲基)苯甲酸合成路线 (共 15 条)
反应条件
hydrogenchloride; aluminium trichloride in carbon disulfide; thionyl chloride; aqueous KOH; ethyl acetate; benzene
参考文献
Pfizer Inc
Patent: US6586447 B1, 2003 ;
反应条件
copper(I) bromide; sodium nitrite; palladium in water; hydrogen bromide
参考文献
American Home Products Corporation
Patent: US4273773 A1, 1981 ;
反应条件
1: With hydrogen bromide; sodium nitrite in water T=5°C; 2: With hydrogen bromide; copper(I) bromide in water T=5°C;
参考文献
Billamboz, Muriel; Bailly, Fabrice; Barreca, Maria Letizia; De Luca, Laura; Mouscadet, Jean-Francois; Calmels, Christina; Andreola, Marie-Line; Witvrouw, Myriam; Christ, Frauke; Debyser, Zeger; Cotelle, Philippe
Journal of Medicinal Chemistry, 2008 , vol. 51, # 24 p. 7717 - 7730
反应条件
1: With sodium hydride; copper(I) bromide T=80°C; 0.5 h; 2: With sodium hydroxide; water T=20°C; 18 h;
参考文献
ASTRAZENECA AB; ASTRAZENECA UK LIMITED
Patent: WO2006/67444 A1, 2006 ;
Location in patent: Page/Page column 64-65 ;
WO 2006/067444 A1
反应条件
KBrO3; sulfuric acid in water T=90°C; 2.5 h;
参考文献
Delioemeroglu, Murat K.; Oezcan, Sevil; Balcia, Metin
Arkivoc, 2010 , vol. 2010, # 2 p. 148 - 160
反应条件
1: With lithium diisopropyl amide in tetrahydrofuran T=20°C; 4 h; 2: With hydrogenchloride; water pH=2;
参考文献
Tsou, Hwei-Ru; Otteng, Mercy; Tran, Tritin; Floyd Jr., M. Brawner; Reich, Marvin; Birnberg, Gary; Kutterer, Kristina; Ayral-Kaloustian, Semiramis; Ravi, Malini; Nilakantan, Ramaswamy; Grillo, Mary; McGinnis, John P.; Rabindran, Sridhar K.
Journal of Medicinal Chemistry, 2008 , vol. 51, # 12 p. 3507 - 3525
反应条件
1: 77 percent / CuBr, NaOMe / 24 h / 70 °C 2: NaOH / methanol; H2O / 3 h / Ambient temperature 3: ethyl acetate / 6 h / 65 °C View Scheme
参考文献
Quallich, George J.; Makowski, Teresa W.; Sanders, Andrew F.; Urban, Frank J.; Vazquez, Enrique
Journal of Organic Chemistry, 1998 , vol. 63, # 12 p. 4116 - 4119
反应条件
1: NaOH / methanol; H2O / 3 h / Ambient temperature 2: ethyl acetate / 6 h / 65 °C View Scheme
参考文献
Quallich, George J.; Makowski, Teresa W.; Sanders, Andrew F.; Urban, Frank J.; Vazquez, Enrique
Journal of Organic Chemistry, 1998 , vol. 63, # 12 p. 4116 - 4119
反应条件
(i) (diazotization), (ii) CuBr; Multistep reaction;
参考文献
Reichel,L.; Hampel,W.
Justus Liebigs Annalen der Chemie, 1968 , vol. 715, p. 159 - 163
反应条件
(i) MeOH, Ag2O, (ii) aq. NaOH, EtOH; Multistep reaction;
参考文献
Reichel,L.; Hampel,W.
Justus Liebigs Annalen der Chemie, 1968 , vol. 715, p. 159 - 163