1,4,5,8-四甲氧基萘-2-甲醛合成路线 (共 21 条)
反应条件
1: 99 percent / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature 2: 63 percent / activated manganese dioxide / benzene / 15 h / Heating 3: 77 percent / (NH4)2Ce(NO3)6 / H2O; acetonitrile / 0.5 h / Ambient temperature 4: 71 percent / AlCl3 / CH2Cl2 / 2 h / Ambient temperature View Scheme
参考文献
Tanoue, Yasuhiro; Terada, Akira
Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 6 p. 2039 - 2046
反应条件
1.1: zinc / tetrahydrofuran / 2 h / 20 °C / Reflux; Inert atmosphere 1.2: 1.17 h / 20 °C / Inert atmosphere 2.1: sodium hydroxide / methanol; water / 2 h / 20 °C 3.1: 4-(N,N-dimethlyamino)pyridine; BOP; triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C 4.1: 1H-imidazole; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 0 - 20 °C 5.1: pyridine; phosphorus pentachloride / dichloromethane / 8 h / 0 °C 6.1: dichloromethane / 1 h / -30 - -20 °C 7.1: water / dichloromethane / 12 h / 20 °C 8.1: diisobutylaluminium hydride / dichloromethane; toluene / 12 h / -78 °C 9.1: n-butyllithium / diethyl ether / 0.5 h / 0 °C / Inert atmosphere 9.2: 2 h / 20 °C 10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C 11.1: pyridine; 4-(N,N-dimethlyamino)pyridine; acetic anhydride / dichloromethane / 0.33 h / 0 - 20 °C 11.2: 0.25 h / 20 °C View Scheme
参考文献
Wang, Rubing; Guo, Hui; Cui, Jiahua; Li, Shaoshun
Tetrahedron Letters, 2012 , vol. 53, # 31 p. 3977 - 3980
反应条件
diisobutylaluminium hydride in dichloromethane
T=-78°C; 2 h;
参考文献
Couladouros, Elias A.; Strongilos, Alexandros T.; Papageorgiou, Vassilios P.; Plyta, Zoi F.
Chemistry - A European Journal, 2002 , vol. 8, # 8 p. 1795 - 1803
反应条件
trichlorophosphate in chloroform
10 h; Heating;
参考文献
Wang, Rubing; Zheng, Xiaogang; Zhou, Wen; Peng, Ying; Zhu, Mengyuan; Li, Shaoshun
Journal of Chemical Research, 2010 , # 9 p. 520 - 521
反应条件
1: 204.2 mg / K2CO3 / acetone / 6 h / 65 °C
2: 88 percent / DIBAL / CH2Cl2 / 1 h / -78 °C
View Scheme
参考文献
Couladouros, Elias A.; Strongilos, Alexandros T.; Papageorgiou, Vassilios P.; Plyta, Zoi F.
Chemistry - A European Journal, 2002 , vol. 8, # 8 p. 1795 - 1803
反应条件
1: 84 percent / CuI / dimethylformamide; methanol / 30 h / Heating
2: 99 percent / POCl3 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Terada; Tanoue; Hatada; Sakamoto
Bulletin of the Chemical Society of Japan, 1987 , vol. 60, # 1 p. 205 - 213
反应条件
1.1: AlCl3, aluminium chloride; sodium chloride / neat (no solvent) / 0.03 h / 180 °C
2.1: tin(ll) chloride; hydrogenchloride / water / 5 h / 140 °C
3.1: potassium hydride / N,N-dimethyl-formamide / -35 - 40 °C / |Inert atmosphere
3.2: |Inert atmosphere
4.1: trichlorophosphate / chloroform / 8 h / |Reflux
View Scheme
参考文献
Guerrero-Vasquez, Guillermo A.; Andrade, Carlos Kleber Z.; Molinillo, Jose M. G.; MacIas, Francisco A.
European Journal of Organic Chemistry, 2013 , # 27 p. 6175 - 6180
反应条件
1.1: tin(ll) chloride; hydrogenchloride / water / 5 h / 140 °C
2.1: potassium hydride / N,N-dimethyl-formamide / -35 - 40 °C / |Inert atmosphere
2.2: |Inert atmosphere
3.1: trichlorophosphate / chloroform / 8 h / |Reflux
View Scheme
参考文献
Guerrero-Vasquez, Guillermo A.; Andrade, Carlos Kleber Z.; Molinillo, Jose M. G.; MacIas, Francisco A.
European Journal of Organic Chemistry, 2013 , # 27 p. 6175 - 6180
反应条件
1.1: potassium hydride / N,N-dimethyl-formamide / -35 - 40 °C / |Inert atmosphere
1.2: |Inert atmosphere
2.1: trichlorophosphate / chloroform / 8 h / |Reflux
View Scheme
参考文献
Guerrero-Vasquez, Guillermo A.; Andrade, Carlos Kleber Z.; Molinillo, Jose M. G.; MacIas, Francisco A.
European Journal of Organic Chemistry, 2013 , # 27 p. 6175 - 6180
反应条件
1: 48 percent / 40percent NaOH, Na2S2O4 / methanol; H2O / 8 h / Heating
2: 99 percent / POCl3 / CHCl3 / 6 h / Heating
View Scheme
参考文献
Terada; Tanoue; Hatada; Sakamoto
Bulletin of the Chemical Society of Japan, 1987 , vol. 60, # 1 p. 205 - 213