2-溴-5-甲氧基苯甲酸合成路线 （共 95 条）
反应条件
1: 69 percent / K2CO3; Cu / 1,2-dimethoxy-ethane / 3 h / Heating 2: 62 percent / POCl3 / 80 - 120 °C 3: 73 percent / 1,3-dibromo-5,5'-dimethylimidazolidine-2,4-dione / cyclohexane / 12 h / 80 °C / Irradiation View Scheme
参考文献
Filloux; Galy
Synlett, 2001 , # 7 p. 1137 - 1139
反应条件
1: thionyl chloride / toluene; dimethylformamide / 0 - 70 °C 2: 246 mg / triethylamine / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Vago, Istvan; Greiner, Istvan
Tetrahedron Letters, 2002 , vol. 43, # 34 p. 6039 - 6041
反应条件
1: SOCl2 / 1 h / Heating 2: H2O / 1 h 3: 16.1 g / BH3 / tetrahydrofuran / 5 h View Scheme
参考文献
Nielsen, Simon F.; Larsen, Mogens; Boesen, Thomas; Schonning, Kristian; Kromann, Hasse
Journal of Medicinal Chemistry, 2005 , vol. 48, # 7 p. 2667 - 2677
反应条件
hydrogen bromide; acetic acid
参考文献
Tomita et al.
Yakugaku Zasshi, 1956 , vol. 76, p. 1122,1125
Chem.Abstr., 1957 , p. 3505
参考文献
Tomita et al.
Yakugaku Zasshi, 1956 , vol. 76, p. 1122,1125
Chem.Abstr., 1957 , p. 3505
反应条件
borane in tetrahydrofuran T=0 - 20°C;
参考文献
ELI LILLY AND COMPANY
Patent: WO2004/9578 A2, 2004 ;
Location in patent: Page 31 ;
WO 2004/009578 A2
反应条件
1: 59 percent / aq. potassium hydroxide, potassium carbonate, Cu2Br2 / 5 h / 160 °C 2: sodium acetate / dimethylformamide / 2 h / Heating 3: 1.) sodium hydride / 1.) DME, 0 deg C, 10 min., 2.) DME, r.t., 3 h 5: 59 percent / conc. sulfuric acid / H2O / 6 h / Heating View Scheme
参考文献
Merour; Coadou; Tatibouet
Synthesis, 1982 , vol. No. 12, p. 1053 - 1056
反应条件
1.1: 99 percent / BH3*THF / tetrahydrofuran / 0 - 20 °C
2.1: 97 percent / NaH / tetrahydrofuran / 0 - 20 °C
3.1: 87 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
4.1: 98 percent / PPh3 / CH2Cl2 / 0 - 20 °C
5.1: 86 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
6.1: Cp2ZrCl2; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
6.2: 90 percent / CuCl / tetrahydrofuran; hexane / Heating
7.1: 96 percent / TBAF / tetrahydrofuran / 3 h / 20 °C
8.1: 75 percent / second generation Grubbs catalyst / CH2Cl2 / 16 h / 20 °C
View Scheme
参考文献
Ikeuchi, Yutaka; Taguchi, Takeo; Hanzawa, Yuji
Journal of Organic Chemistry, 2005 , vol. 70, # 2 p. 756 - 759
反应条件
triethylamine tris(hydrogen fluoride) in N,N-dimethyl-formamide
T=23°C; 0.2 h; GloveboxSealed tube;
参考文献
Lishchynskyi, Anton; Novikov, Maxim A.; Martin, Eddy; Escudero-Adan, Eduardo C.; Novak, Petr; Grushin, Vladimir V.
Journal of Organic Chemistry, 2013 , vol. 78, # 22 p. 11126 - 11146
反应条件
1.1: dimethylsulfide borane / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere
2.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere
3.1: potassium hexamethylsilazane / toluene / 1 h / 0 - 20 °C / Inert atmosphere
3.2: 7 h / 0 - 20 °C / Inert atmosphere
4.1: hydrogenchloride / tetrahydrofuran; water / 12 h / Reflux
5.1: sodium tetrahydroborate / methanol / 0 - 20 °C / Inert atmosphere
View Scheme
参考文献
Wurst, Jacqueline M.; Liu, Guodong; Tan, Derek S.
Journal of the American Chemical Society, 2011 , vol. 133, # 20 p. 7916 - 7925
