4-[3-(三氟甲基)-3H-双吖丙啶-3-基]苯甲酸合成路线 （共 34 条）
反应条件
1.1: Mg / diethyl ether 1.2: 69 percent / diethyl ether / 16 h / -78 - 20 °C 2.1: 82 percent / hydroxylamine hydrochloride / ethanol; pyridine / 2 h / 60 °C 3.1: 99 percent / NEt3; DMAP / CH2Cl2 / 3 h / 20 °C 4.1: 86 percent / ammonia (g) / CH2Cl2 / 18 h / -78 - 20 °C 5.1: 95 percent / NEt3 / CH2Cl2 / 4 h / -78 - 20 °C 6.1: nBuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 6.2: 89 percent / tetrahydrofuran; hexane / 16 h / -78 °C 7.1: NEt3; iodine / methanol / 0.33 h / 20 °C View Scheme
参考文献
European Journal of Organic Chemistry, , # 23 p. 3870 - 3878
反应条件
1.1: 82 percent / hydroxylamine hydrochloride / ethanol; pyridine / 2 h / 60 °C 2.1: 99 percent / NEt3; DMAP / CH2Cl2 / 3 h / 20 °C 3.1: 86 percent / ammonia (g) / CH2Cl2 / 18 h / -78 - 20 °C 4.1: 95 percent / NEt3 / CH2Cl2 / 4 h / -78 - 20 °C 5.1: nBuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 5.2: 89 percent / tetrahydrofuran; hexane / 16 h / -78 °C 6.1: NEt3; iodine / methanol / 0.33 h / 20 °C View Scheme
参考文献
European Journal of Organic Chemistry, , # 23 p. 3870 - 3878
反应条件
1: pyridine 2: NH3 (liquid) 3: I2; Et3N 4: KMnO4; pyridine View Scheme
参考文献
Chemistry Letters, , vol. 35, # 10 p. 1172 - 1173
反应条件
1: NH3 (liquid) 2: I2; Et3N 3: KMnO4; pyridine View Scheme
参考文献
Chemistry Letters, , vol. 35, # 10 p. 1172 - 1173
反应条件
1: 87 percent / tert-butyl hypochlorite, triethylamine / 2-methyl-propan-2-ol; ethanol / 0.5 h / 0 °C 2: 1.) methyl iodide, 2.) 1N aq. NaOH / 1.) DMF, 60 deg C, 20 h, 2.) water, RT, 6 h View Scheme
参考文献
Heterocycles, , vol. 35, # 2 p. 997 - 1004
反应条件
1: 100 percent / liq. ammonia / CH2Cl2 / 6 h / Ambient temperature 2: 87 percent / tert-butyl hypochlorite, triethylamine / 2-methyl-propan-2-ol; ethanol / 0.5 h / 0 °C 3: 1.) methyl iodide, 2.) 1N aq. NaOH / 1.) DMF, 60 deg C, 20 h, 2.) water, RT, 6 h View Scheme
参考文献
Heterocycles, , vol. 35, # 2 p. 997 - 1004
反应条件
1: 1) n-BuLi / 1) hexane, ether, -30 to 0 deg C in 2 h, 2) ether, -50 deg C, 3 h 2: 57 percent / NH3OHCl, NaOH / ethanol / 16 h / Heating 3: 87 percent / pyridine / 3 h / Heating 4: 80 percent / NH3 / diethyl ether / 12 h / Ambient temperature 5: 92 percent / Ag2O / diethyl ether / 1 h 6: 86 percent / TFA / CH2Cl2 / 2 h / Ambient temperature 7: 72 percent / 0.2N KOH, KMnO4 / dioxane / 2 h / Ambient temperature View Scheme
参考文献
Liebigs Annalen der Chemie, , # 9 p. 1510 - 1523
反应条件
1: 1) n-BuLi / 1) hexane, ether, -30 to 0 deg C in 2 h, 2) ether, -50 deg C, 3 h 2: 93 percent / NH3OHCl, NaOH / ethanol / 16 h / Heating 3: 70 percent / pyridine / 3 h / Heating 4: 86 percent / liq. NH3 / diethyl ether / 12 h / Ambient temperature 5: 91 percent / Ag2O / diethyl ether / 1 h 6: 92 percent / conc. HCl / methanol 7: 72 percent / 0.2N KOH, KMnO4 / dioxane / 2 h / Ambient temperature View Scheme
参考文献
Liebigs Annalen der Chemie, , # 9 p. 1510 - 1523
反应条件
1: 57 percent / NH3OHCl, NaOH / ethanol / 16 h / Heating 2: 87 percent / pyridine / 3 h / Heating 3: 80 percent / NH3 / diethyl ether / 12 h / Ambient temperature 4: 92 percent / Ag2O / diethyl ether / 1 h 5: 86 percent / TFA / CH2Cl2 / 2 h / Ambient temperature 6: 72 percent / 0.2N KOH, KMnO4 / dioxane / 2 h / Ambient temperature View Scheme
参考文献
Liebigs Annalen der Chemie, , # 9 p. 1510 - 1523
反应条件
1: 86 percent / TFA / CH2Cl2 / 2 h / Ambient temperature 2: 72 percent / 0.2N KOH, KMnO4 / dioxane / 2 h / Ambient temperature View Scheme
参考文献
Liebigs Annalen der Chemie, , # 9 p. 1510 - 1523
