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结构式
乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
1-溴-3,5-二氟苯
合成路线
（共 94 条）
24424-99-5
二碳酸二叔丁酯
+
461-96-1
1-溴-3,5-二氟苯
→
反应条件
955887-09-9
反应条件
1: 1-bromo-3,5-difluoro-benzene With lithium diisopropyl amide in tetrahydrofuran; hexane T=-78°C; 1.16667 h; 2: di-tert-butyl dicarbonate in tetrahydrofuran; hexane T=-78 - 20°C; 2 h;
参考文献
Augustine, John Kallikat; Arthoba Naik; Vairaperumal, Veeramani; Narasimhan, Sharmila
Tetrahedron, 2009 , vol. 65, # 1 p. 134 - 138
461-96-1
1-溴-3,5-二氟苯
→
反应条件
432028-10-9
1,3-二(五氟硫基)-5-溴苯
反应条件
1: 1-methyl-pyrrolidin-2-one / 20 °C / Cooling with ice 2: AlCl3, aluminium chloride / toluene / 65 h / 20 °C / Inert atmosphere 3: potassium fluoride; chlorine / acetonitrile / 20 °C / Cooling with ice 4: SbF5 / dichloromethane / 5 h / -85 - -15 °C View Scheme
参考文献
Umemoto, Teruo; Garrick, Lloyd M.; Saito, Norimichi
Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 461 - 471
461-96-1
1-溴-3,5-二氟苯
→
反应条件
41860-52-0
反应条件
n-butyllithium; nitrobenzene; copper(ll) bromide in diethyl ether; hexane T=-75 - 25°C;
参考文献
Leroux, Frederic; Hutschenreuter, Tilman U.; Charriere, Celine; Scopelliti, Rosario; Hartmann, Rolf W.
Helvetica Chimica Acta, 2003 , vol. 86, # 7 p. 2671 - 2686
461-96-1
1-溴-3,5-二氟苯
+
5188-07-8
甲硫醇钠
→
反应条件
453566-03-5
5-氟-3-(甲硫基)溴苯
反应条件
in DMF (N,N-dimethyl-formamide) T=0 - 20°C;
参考文献
SUNESIS PHARMACEUTICALS, INC.
Patent: WO2005/44817 A1, 2005 ;
Location in patent: Page/Page column 114 ;
461-96-1
1-溴-3,5-二氟苯
→
反应条件
646507-87-1
反应条件
1.1: 88 percent / BuLi; CuBr2; PhNO2 / hexane; diethyl ether / -75 - 25 °C 2.1: s-BuLi; N,N,N',N'',N''-pentamethyldiethylenetriamine / cyclohexane; tetrahydrofuran / 2 h / -100 - -75 °C 2.2: 79 percent / tetrahydrofuran; cyclohexane View Scheme
参考文献
Leroux, Frederic; Hutschenreuter, Tilman U.; Charriere, Celine; Scopelliti, Rosario; Hartmann, Rolf W.
Helvetica Chimica Acta, 2003 , vol. 86, # 7 p. 2671 - 2686
461-96-1
1-溴-3,5-二氟苯
→
反应条件
646507-88-2
反应条件
1.1: 88 percent / BuLi; CuBr2; PhNO2 / hexane; diethyl ether / -75 - 25 °C 2.1: s-BuLi; N,N,N',N'',N''-pentamethyldiethylenetriamine / cyclohexane; tetrahydrofuran / 2 h / -100 - -75 °C 2.2: 79 percent / tetrahydrofuran; cyclohexane View Scheme
参考文献
Leroux, Frederic; Hutschenreuter, Tilman U.; Charriere, Celine; Scopelliti, Rosario; Hartmann, Rolf W.
Helvetica Chimica Acta, 2003 , vol. 86, # 7 p. 2671 - 2686
461-96-1
1-溴-3,5-二氟苯
→
反应条件
646507-90-6
反应条件
1.1: 88 percent / BuLi; CuBr2; PhNO2 / hexane; diethyl ether / -75 - 25 °C 2.1: s-BuLi; N,N,N',N'',N''-pentamethyldiethylenetriamine / cyclohexane; tetrahydrofuran / 2 h / -100 - -75 °C 2.2: 79 percent / tetrahydrofuran; cyclohexane 3.1: s-BuLi; PMDTA / tetrahydrofuran; cyclohexane / 2 h / -100 - -75 °C 3.2: 82 percent / tetrahydrofuran; cyclohexane / 25 °C View Scheme
参考文献
Leroux, Frederic; Hutschenreuter, Tilman U.; Charriere, Celine; Scopelliti, Rosario; Hartmann, Rolf W.
Helvetica Chimica Acta, 2003 , vol. 86, # 7 p. 2671 - 2686
461-96-1
1-溴-3,5-二氟苯
→
反应条件
646507-95-1
反应条件
1.1: 88 percent / BuLi; CuBr2; PhNO2 / hexane; diethyl ether / -75 - 25 °C 2.1: s-BuLi; PMDTA / cyclohexane; tetrahydrofuran / -100 - -75 °C 2.2: 75 percent / tetrahydrofuran; cyclohexane / 25 °C 3.1: 94 percent / NaBH4 / tetrahydrofuran; methanol / 12 h / 25 °C 4.1: 88 percent / Br2; Ph3P / acetonitrile / 6 h / 50 °C View Scheme
参考文献
Leroux, Frederic; Hutschenreuter, Tilman U.; Charriere, Celine; Scopelliti, Rosario; Hartmann, Rolf W.
Helvetica Chimica Acta, 2003 , vol. 86, # 7 p. 2671 - 2686
461-96-1
1-溴-3,5-二氟苯
→
反应条件
646507-96-2
反应条件
1.1: 88 percent / BuLi; CuBr2; PhNO2 / hexane; diethyl ether / -75 - 25 °C 2.1: s-BuLi; N,N,N',N'',N''-pentamethyldiethylenetriamine / cyclohexane; tetrahydrofuran / 2 h / -100 - -75 °C 2.2: 79 percent / tetrahydrofuran; cyclohexane 3.1: s-BuLi; PMDTA / tetrahydrofuran; cyclohexane / 2 h / -100 - -75 °C 3.2: 82 percent / tetrahydrofuran; cyclohexane / 25 °C 4.1: 88 percent / NaBH4 / tetrahydrofuran; methanol / 12 h / 25 °C 5.1: 89 percent / Br2; Ph3P / acetonitrile / 6 h / 50 °C View Scheme
参考文献
Leroux, Frederic; Hutschenreuter, Tilman U.; Charriere, Celine; Scopelliti, Rosario; Hartmann, Rolf W.
Helvetica Chimica Acta, 2003 , vol. 86, # 7 p. 2671 - 2686
461-96-1
1-溴-3,5-二氟苯
→
反应条件
646507-97-3
反应条件
1.1: 88 percent / BuLi; CuBr2; PhNO2 / hexane; diethyl ether / -75 - 25 °C 2.1: s-BuLi; N,N,N',N'',N''-pentamethyldiethylenetriamine / cyclohexane; tetrahydrofuran / 2 h / -100 - -75 °C 2.2: 79 percent / tetrahydrofuran; cyclohexane 3.1: s-BuLi; PMDTA / tetrahydrofuran; cyclohexane / -100 - -75 °C 3.2: 87 percent / tetrahydrofuran; cyclohexane / 25 °C 4.1: 79 percent / NaBH4 / tetrahydrofuran; methanol / 12 h / 25 °C 5.1: 83 percent / Br2; Ph3P / acetonitrile / 6 h / 50 °C View Scheme
参考文献
Leroux, Frederic; Hutschenreuter, Tilman U.; Charriere, Celine; Scopelliti, Rosario; Hartmann, Rolf W.
Helvetica Chimica Acta, 2003 , vol. 86, # 7 p. 2671 - 2686
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