2-氯-5-(三氟甲基)苯甲酸合成路线 (共 18 条)
反应条件
n-butyllithium; N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran; hexane T=-75°C; 1 h;
参考文献
Mongin; Desponds; Schlosser
Tetrahedron Letters, 1996 , vol. 37, # 16 p. 2767 - 2770
反应条件
hydrogenchloride; n-butyllithium in tetrahydrofuran; hexane
参考文献
Takeda Chemical Industries, Ltd.
Patent: EP1380296 A1, 2004 ;
反应条件
carbon monoxide; triethylamine; palladium diacetate in diethyl ether; water; acetonitrile
参考文献
Hoffmann-La Roche Inc.
Patent: US6288267 B1, 2001 ;
反应条件
1: 3-bromo-4-chloro-α,α,α-trifluoro-toluene With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in diethyl ether; hexane T=-100°C; Metallation; 0.333333 h; 2: carbon dioxide in diethyl ether; hexane T=-100°C; Carboxylation; 2 h;
参考文献
Suna; Trapencieris
Chemistry of Heterocyclic Compounds, 2000 , vol. 36, # 3 p. 287 - 300
反应条件
1.1: Br2; SbCl5; Cl2 2.1: n-BuLi; tetramethylethylenediamine / diethyl ether; hexane / 0.33 h / -100 °C 2.2: 88 percent / diethyl ether; hexane / 2 h / -100 °C View Scheme
参考文献
Chemistry of Heterocyclic Compounds, , vol. 36, # 3 p. 287 - 300
反应条件
1: (i) H2SO4, (ii) aq. NaNO2, (iii) aq. KI 2: (i) Mg, BrCH2CH2Br, Et2O, (ii) /BRN= 1900390/ View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 42, p. 1488 - 1490
反应条件
sodium hydroxide Heating;
参考文献
Helvetica Chimica Acta, , vol. 45, p. 2226 - 2241
反应条件
(i) Mg, BrCH2CH2Br, Et2O, (ii) /BRN= 1900390/; Multistep reaction;
参考文献
Canadian Journal of Chemistry, , vol. 42, p. 1488 - 1490
反应条件
hydrogenchloride; iron(III) chloride 1.) DMF, reflux, 1 h, 2.) DMF,65 deg C, 1 h; Yield given. Multistep reaction;
参考文献
Watanabe, Nobuhisa; Kabasawa, Yasuhiro; Takase, Yasutaka; Matsukura, Masayuki; Miyazaki, Kazuki; Ishihara, Hiroki; Kodama, Kohtarou; Adachi, Hideyuki
Journal of Medicinal Chemistry, 1998 , vol. 41, # 18 p. 3367 - 3372
反应条件
1: 83 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