1-(4-甲氧基苯基)-2-甲基丙烷-2-胺合成路线 （共 10 条）
反应条件
1: With diphenyl phosphoryl azide; triethylamine in toluene
T=0 - 75°C; Curtius Rearrangement; 2.75 h;
2: With hydrogenchloride in 1,4-dioxane; water; toluene
1 h; Heating / reflux;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: WO2008/77009 A1, 2008 ;
Location in patent: Page/Page column 31 ;
WO 2008/077009 A1
反应条件
hydrogen; nickel in methanol
T=100°C; P=114000 Torr; 3 h; Yield given;
参考文献
Renger
Archiv der Pharmazie, 1983 , vol. 316, # 3 p. 193 - 201
反应条件
hydrogen in ethanol
P=1810.02 Torr; 24 h;
参考文献
Nichols, David E.; Lloyd, David H.; Hoffman, Andrew J.; Nichols, Maxine B.; Yim, George K. W.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 5 p. 530 - 535
反应条件
1: 71 percent / KF*2H2O, tetrabutylammonium chloride / 30 h / Heating
2: 74 percent / 1.) tetrabutylammonium hydroxide, 50percent aq. NaOH / CH2Cl2 / 1.) 10 min, 2.) 5 h
3: H2 / Raney-Ni / methanol / 3 h / 100 °C / 114000 Torr
View Scheme
参考文献
Renger
Archiv der Pharmazie, 1983 , vol. 316, # 3 p. 193 - 201
反应条件
1: 74 percent / 1.) tetrabutylammonium hydroxide, 50percent aq. NaOH / CH2Cl2 / 1.) 10 min, 2.) 5 h
2: H2 / Raney-Ni / methanol / 3 h / 100 °C / 114000 Torr
View Scheme
参考文献
Renger
Archiv der Pharmazie, 1983 , vol. 316, # 3 p. 193 - 201
参考文献
Mentzer; Buu-Hoi; Cagniant
Bulletin de la Societe Chimique de France, 1942 , vol. <5> 9, p. 813,816
反应条件
1: 1.) LDA, hexamethylphosphoramide / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, RT, overnight
2: triethylamine / H2O; acetone / 0 °C
3: NaN3 / H2O; acetone / 0.75 h / Ambient temperature
4: toluene / 0.5 h / Heating
5: Heating
6: H2 / ethanol / 24 h / 1810.02 Torr
View Scheme
参考文献
Nichols, David E.; Lloyd, David H.; Hoffman, Andrew J.; Nichols, Maxine B.; Yim, George K. W.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 5 p. 530 - 535
参考文献
Moed et al.
Recueil des Travaux Chimiques des Pays-Bas, 1955 , vol. 74, p. 919,922
反应条件
1: aqueous potassium hypobromite
2: aqueous hydrochloric acid
View Scheme
参考文献
Mentzer; Buu-Hoi; Cagniant
Bulletin de la Societe Chimique de France, 1942 , vol. <5> 9, p. 813,816
反应条件
hydrogenchloride in 1,4-dioxane; tert-butyl methyl ether
T=0°C; 0.5 h;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: WO2008/77009 A1, 2008 ;
Location in patent: Page/Page column 31-32 ;
WO 2008/077009 A1
