1,2,4-三甲氧基苯合成路线 （共 122 条）
反应条件
n-butyllithium in diethyl ether
2 h; Heating;
参考文献
Meyer, Axel; Kirschning, Andreas
Synlett, 2007 , # 8 p. 1264 - 1268
反应条件
1: 1.) n-BuLi / 1.) THF, 20 deg C, 2.) Et2O
2: SOCl2, DMF / toluene / 1 h / 60 °C
View Scheme
参考文献
Caldwell, Stuart T.; McPhail, Donald B.; Duthie, Garry G.; Hartley, Richard C.
Canadian Journal of Chemistry, 2012 , vol. 90, # 1 p. 23 - 33
反应条件
1: 1,2,4-trimethoxy benzene With n-butyllithium in diethyl ether; hexane
T=-10 - 20°C; Inert atmosphere;
2: methyl chloroformate in diethyl ether; hexane
T=-10°C; Inert atmosphere;
参考文献
Alves, Ana P. L.; Junior, Jose Augusto B. C.; Slana, Glaucia B. A.; Cardoso, Jari N.; Wang, Qiang; Lopes, Rosangela S. C.; Lopes, Claudio C.
Synthetic Communications, 2009 , vol. 39, # 20 p. 3693 - 3709
反应条件
1.1: n-butyllithium / diethyl ether; hexane / 3.5 h / 0 - 20 °C
1.2: 75 percent / diethyl ether; hexane / -60 - 20 °C
2.1: 94 percent / lithium hydroxide monohydrate / tetrahydrofuran / 6 h / Heating
View Scheme
参考文献
Gilman; Thirtle
Journal of the American Chemical Society, 1944 , vol. 66, p. 858
反应条件
1: AlCl3; diethyl ether
2: aluminium chloride; diethyl ether; 1,1,2,2-tetrachloro-ethane / Behandeln des Reaktionsgemisches mit wss. Salzsaeure und Behandeln des Reaktionsprodukts mit wss. Natronlauge
3: lithium alanate; diethyl ether
View Scheme
参考文献
Huls
Bulletin des Societes Chimiques Belges, 1958 , vol. 67, p. 22,30
反应条件
1: (i) nBuLi, THF, (ii) /BRN= 506159/
2: HNO3, EtCO2H
3: (i) HCl, SnCl2, Et2O, (ii) /BRN= 1281201/, Py, CH2Cl2
4: HNO3, AcOH
View Scheme
参考文献
Schill; Merkel; Zurcher
Justus Liebigs Annalen der Chemie, 1977 , vol. No.2, p. 288 - 296
反应条件
acetic acid
1) MeOH, electrolyzed, 15 deg C, 2 h, 2) acetone, 45 min, room temperature; Yield given. Multistep reaction. Further byproducts given;
参考文献
Henton, Daniel R.; Anderson, Keith; Manning, Michael J.; Swenton, John S.
Journal of Organic Chemistry, 1980 , vol. 45, # 17 p. 3422 - 3433
反应条件
carbon monoxide in nitromethane
T=25°C; P=760 Torr; 20 h;
参考文献
Dieter, Janice W.; Li, Zhong; Nicholas, Kenneth M.
Tetrahedron Letters, 1987 , vol. 28, # 45 p. 5415 - 5418
反应条件
aluminium trichloride in dichloromethane
T=10°C; 1 h;
参考文献
Hoegberg, Thomas; Bengtsson, Stefan; Paulis, Tomas de; Johansson, Lars; Stroem, Peter; et al.
Journal of Medicinal Chemistry, 1990 , vol. 33, # 4 p. 1155 - 1163
反应条件
iodine
T=70°C; Acylation; 6 h;
参考文献
Diaz, Francisco; Contreras, Leticia; Flores, Rosa; Tamariz, Joaquin; Labarrios, Fernando; et al.
Organic Preparations and Procedures International, 1991 , vol. 23, # 2 p. 133 - 138
