6-甲氧基-1,2,3,4-四氢萘合成路线 (共 69 条)
反应条件
1: With ammonia; lithium in tetrahydrofuran; ethanol
T=-78°C; Birch reduction; 1 h;
2: With hydrogenchloride in methanol
T=20°C; 2 h;
参考文献
Johansson; Aujard; Roeme; Anke; Sterner
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2005 , vol. 60, # 9 p. 984 - 989
反应条件
2,3-dicyano-5,6-dichloro-p-benzoquinone in dichloromethane
T=60°C; 24 h; DDQ/substrate ratio = 3;
参考文献
Lemaire, Marc; Doussot, Joel; Guy, Alain
Chemistry Letters, 1988 , # 10 p. 1581 - 1584
反应条件
trichlorophosphate in N,N-dimethyl-formamide
参考文献
Beight, Douglas Wade; Kinnick, Michael Dean; Lin, Ho-Shen; Morin, John Michael; Richett, Michael Enrico; Sall, Daniel Jon; Sawyer, Jason Scott; Smith, Edward C R
Patent: US2004/77704 A1, 2004 ;
反应条件
1: N,N-dimethyl-formamide With trichlorophosphate
T=0°C; 0.5 h;
2: 6-methoxy-1,2,3,4-tetrahydronaphthalene T=80°C; Vilsmeier reaction; 4 h;
参考文献
Sawyer, J. Scott; Beight, Douglas W.; Smith, Edward C. R.; Snyder, David W.; Chastain, Marcia K.; Tielking, Richard L.; Hartley, Lawrence W.; Carlson, Donald G.
Journal of Medicinal Chemistry, 2005 , vol. 48, # 3 p. 893 - 896
参考文献
Mallory, Frank B.; Rudolph, M. Jonathan; Oh, Soon M.
Journal of Organic Chemistry, 1989 , vol. 54, # 19 p. 4619 - 4626
反应条件
1: 32 percent / SnCl4 / benzene / 3 h / Ambient temperature
2: 93 percent / AlCl3 / CH2Cl2 / 2 h / Ambient temperature
3: 83 percent / K2CO3 / dimethylformamide / 1 h / Heating
4: 40 percent Chromat. / SnCl4, HNO3 (d=1.52) / CH2Cl2 / 1 h / 20 - 30 °C
View Scheme
参考文献
Einhorn; Demerseman; Rene; et al.
European Journal of Medicinal Chemistry, 1983 , vol. 18, # 1 p. 79 - 84
反应条件
1.1: 90 percent HNO3 / CH2Cl2 / 25 h / 0 °C
1.2: 30 percent / aq. NaOH / Bu4NHSO4 / 4 h / Heating
2.1: 77 percent / 1 M BBr3 / CH2Cl2 / 2 h / -65 - 0 °C
View Scheme
参考文献
Linderberg, Mats; Hellberg, Sven; Bjoerk, Susanna; Gotthammar, Birgitta; Hoegberg, Thomas; Persson, Kerstin; Schwarcz, Robert; Luthman, Johan; Johansson, Rolf
European Journal of Medicinal Chemistry, 1999 , vol. 34, # 9 p. 729 - 744
反应条件
1: Me3SiN3, DDQ / CHCl3 / 96 h / Ambient temperature
2: H2 / Pd-BaSO4 (5percent) / ethanol / 4 h / 760 Torr / Ambient temperature
3: HCl / diethyl ether / 0.5 h / 0 °C
View Scheme
参考文献
Guy, Alain; Lemor, Alain; Doussot, Joel; Lemaire, Marc
Synthesis, 1988 , # 11 p. 900 - 902
反应条件
1: glacial acetic acid; Pb3O4
2: ethanolic NaOH
View Scheme
参考文献
Woodward; Eastman
Journal of the American Chemical Society, 1944 , vol. 66, p. 674,677