3-(6-溴-1,3-苯并二氧戊环-5-基)丙醛合成路线 （共 8 条）
反应条件
1: With oxalyl dichloride; dimethyl sulfoxide in dichloromethane
T=-78°C; Swern Oxidation; 4 h;
2: With triethylamine in dichloromethane
T=-78°C; Swern Oxidation; 0.25 h;
参考文献
Aigret, Benoit M.; Jacobs, Jeroen; Van Meervelt, Luc; De Borggraeve, Wim M.
Synlett, 2013 , vol. 24, # 9 art. no. ST-2013-B0132-L, p. 1097 - 1100
反应条件
1.1: bromine / dichloromethane / 0 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / |Inert atmosphere
3.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 4 h / -78 °C
3.2: 0.25 h / -78 °C
View Scheme
参考文献
Aigret, Benoit M.; Jacobs, Jeroen; Van Meervelt, Luc; De Borggraeve, Wim M.
Synlett, 2013 , vol. 24, # 9 art. no. ST-2013-B0132-L, p. 1097 - 1100
反应条件
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / |Inert atmosphere
2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 4 h / -78 °C
2.2: 0.25 h / -78 °C
View Scheme
参考文献
Aigret, Benoit M.; Jacobs, Jeroen; Van Meervelt, Luc; De Borggraeve, Wim M.
Synlett, 2013 , vol. 24, # 9 art. no. ST-2013-B0132-L, p. 1097 - 1100
反应条件
1.1: pyridine / 0.17 h / 20 °C
1.2: 2 h / |Reflux
2.1: sulfuric acid / 24 h / |Reflux
3.1: hydrogen; palladium 10 on activated carbon / methanol / 20 °C / 2844.39 Torr / |Autoclave
4.1: bromine / dichloromethane / 0 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / |Inert atmosphere
6.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 4 h / -78 °C
6.2: 0.25 h / -78 °C
View Scheme
参考文献
Aigret, Benoit M.; Jacobs, Jeroen; Van Meervelt, Luc; De Borggraeve, Wim M.
Synlett, 2013 , vol. 24, # 9 art. no. ST-2013-B0132-L, p. 1097 - 1100
反应条件
1.1: sulfuric acid / 24 h / |Reflux
2.1: hydrogen; palladium 10 on activated carbon / methanol / 20 °C / 2844.39 Torr / |Autoclave
3.1: bromine / dichloromethane / 0 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / |Inert atmosphere
5.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 4 h / -78 °C
5.2: 0.25 h / -78 °C
View Scheme
参考文献
Aigret, Benoit M.; Jacobs, Jeroen; Van Meervelt, Luc; De Borggraeve, Wim M.
Synlett, 2013 , vol. 24, # 9 art. no. ST-2013-B0132-L, p. 1097 - 1100
反应条件
1.1: hydrogen; palladium 10 on activated carbon / methanol / 20 °C / 2844.39 Torr / |Autoclave
2.1: bromine / dichloromethane / 0 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / |Inert atmosphere
4.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 4 h / -78 °C
4.2: 0.25 h / -78 °C
View Scheme
参考文献
Aigret, Benoit M.; Jacobs, Jeroen; Van Meervelt, Luc; De Borggraeve, Wim M.
Synlett, 2013 , vol. 24, # 9 art. no. ST-2013-B0132-L, p. 1097 - 1100
反应条件
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / |Inert atmosphere
1.2: 0 - 20 °C / |Inert atmosphere
2.1: lithium triethylborohydride / tetrahydrofuran / -78 - 20 °C / |Inert atmosphere
3.1: pyridinium chlorochromate; silica gel / dichloromethane
View Scheme
参考文献
Rochette, Elise M.; Lewis, William; Dossetter, Al G.; Stockman, Robert A.
Chemical Communications, 2013 , vol. 49, # 82 p. 9395 - 9397
反应条件
1: lithium triethylborohydride / tetrahydrofuran / -78 - 20 °C / |Inert atmosphere
2: pyridinium chlorochromate; silica gel / dichloromethane
View Scheme
参考文献
Rochette, Elise M.; Lewis, William; Dossetter, Al G.; Stockman, Robert A.
Chemical Communications, 2013 , vol. 49, # 82 p. 9395 - 9397
