1-溴-2,5-二甲氧基-4-甲基苯合成路线 (共 15 条)
反应条件
1: sodium t-butanolate; palladium diacetate; [(t-Bu)3PH]BF4 / toluene / 3 h / 160 °C / |Inert atmosphere; |Microwave irradiation
2: boron tribromide / dichloromethane / 18 h / -78 - 20 °C / |Inert atmosphere
View Scheme
参考文献
Bedford, Robin B.; Bowen, John G.; Weeks, Amanda L.
Tetrahedron, 2013 , vol. 69, # 22 p. 4389 - 4394
反应条件
1: 50 percent / 1.) n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 40 min, 2.) -78 deg C, 15 min then RT, 2 h
2: 1.) BBr3, 2.) 2 M NaOH, air / 1.) CH2Cl2, 0 deg C, 30 min then RT, overnight, 2.) RT, 4 h
View Scheme
参考文献
Orlemans, E. O. M.; Verboom, W.; Lammerink, B. H. M.; Reinhoudt, D. N.
Recueil des Travaux Chimiques des Pays-Bas, 1989 , vol. 108, # 2 p. 64 - 72
反应条件
1: 2-bromo-5-methyl-1,4-dimethoxybenzene With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 0.333333 h; Inert atmosphere;
2: oxirane in tetrahydrofuran; hexane
T=-78°C; 0.333333 h; Inert atmosphere;
3: With boron trifluoride diethyl etherate in tetrahydrofuran; hexane
Inert atmosphere;
参考文献
Huang, Chong; Zhang, Wenhan; Liu, Bo
Science China Chemistry, 2011 , vol. 54, # 1 p. 43 - 55
反应条件
lithium diisopropyl amide
1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, from -40 deg C to RT, 2 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Khanapure; Reddy; Biehl
Journal of Organic Chemistry, 1987 , vol. 52, # 26 p. 5685-5690
反应条件
lithium diisopropyl amide
1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, from -40 deg C to RT, 2 h; Yield given. Multistep reaction;
参考文献
Khanapure; Reddy; Biehl
Journal of Organic Chemistry, 1987 , vol. 52, # 26 p. 5685-5690