2,5,7-三甲氧基-[1,4]萘醌合成路线 (共 9 条)
反应条件
1.1: 81 percent / tetrabutylammonium bromide; sodium dithionite; potassium hydroxide / tetrahydrofuran; H2O / 16 h / 20 °C 2.1: 83 percent / phosphoryl chloride / CH2Cl2 / 0 - 20 °C 3.1: 72 percent / hydrogen peroxide; sulfuric acid / methanol; H2O / 1.5 h / 20 °C 4.1: 74 percent / tetrabutylammonium bromide; sodium dithionite; potassium hydroxide / tetrahydrofuran; H2O / 16 h / 20 °C 5.1: n-butyllithium; TMEDA / tetrahydrofuran / -78 - 20 °C 5.2: 55 percent / tetrahydrofuran / -78 - 20 °C 6.1: n-butyllithium; TMEDA / tetrahydrofuran / -78 - 20 °C 6.2: 95 percent / tetrahydrofuran / -78 - 20 °C 7.1: silver(II) oxide; nitric acid / dioxane; H2O / 0.03 h / 20 °C 7.2: sodium hydroxide / methanol; H2O / 0.5 h / 20 °C View Scheme
参考文献
Chai, Christina L. L.; Elix, John A.; Moore, Felicity K. E.
Journal of Organic Chemistry, 2006 , vol. 71, # 3 p. 992 - 1001
反应条件
1.1: 81 percent / tetrabutylammonium bromide; sodium dithionite; potassium hydroxide / tetrahydrofuran; H2O / 16 h / 20 °C 2.1: 83 percent / phosphoryl chloride / CH2Cl2 / 0 - 20 °C 3.1: 72 percent / hydrogen peroxide; sulfuric acid / methanol; H2O / 1.5 h / 20 °C 4.1: 74 percent / tetrabutylammonium bromide; sodium dithionite; potassium hydroxide / tetrahydrofuran; H2O / 16 h / 20 °C 5.1: n-butyllithium; TMEDA / tetrahydrofuran / -78 - 20 °C 5.2: 55 percent / tetrahydrofuran / -78 - 20 °C 6.1: 100 percent / boron tribromide / CH2Cl2 / -78 - 20 °C View Scheme
参考文献
Chai, Christina L.L.; Elix, John A.; Moore, Felicity K.E.
Tetrahedron Letters, 2001 , vol. 42, # 50 p. 8915 - 8917
参考文献
Chai, Christina L. L.; Elix, John A.; Moore, Felicity K. E.
Journal of Organic Chemistry, 2006 , vol. 71, # 3 p. 992 - 1001
反应条件
potassium carbonate in N,N-dimethyl-formamide
Heating;
参考文献
Gerber; Wieclawek
The Journal of organic chemistry, 1966 , vol. 31, # 5 p. 1496 - 1498
反应条件
potassium hydroxide; air
anschliessend Erwaermen mit methanol.HCl;
参考文献
Birch; Donovan
Australian Journal of Chemistry, 1955 , vol. 8, p. 529,532
参考文献
Grandmaison,J.-L.; Brassard,P.
Tetrahedron, 1977 , vol. 33, p. 2047 - 2053
参考文献
Savard, Jacques; Brassard, Paul
Tetrahedron, 1984 , vol. 40, # 18 p. 3455 - 3464
反应条件
potassium carbonate; acetone
参考文献
Astill; Roberts
Journal of the Chemical Society, 1953 , p. 3302,3304
反应条件
(i) Ac2O, H2SO4, (ii) aq. NaOH, (iii) /BRN= 1098229/, HCl; Multistep reaction;
参考文献
Smith,J.; Thomson,R.H.
Journal of the Chemical Society, 1961 , p. 1008 - 1012