3-乙氧基-2-环己烯-1-酮合成路线 （共 132 条）
反应条件
1: 1.) diisopropylamine, n-butyllithium; 2.) HMPA / 1.) THF, hexane, 0 deg C, 15 min; 2.) THF, -78 -> 25 deg C, 1.5 h
2: 1.) lithium aluminium hydride; 2.) water, 2 N HCl / 1.) ether, 25 deg C, 30 min; 2.) 30 min
View Scheme
参考文献
Kende, Andrew S.; Newbold, Ronald C.
Tetrahedron Letters, 1989 , vol. 30, # 33 p. 4329 - 4332
反应条件
hydrogenchloride; lithium aluminium tetrahydride; lithium diisopropyl amide
Yield given. Multistep reaction;
参考文献
Koft, Emil R.; Smith, Amos B.
Journal of the American Chemical Society, 1982 , vol. 104, # 20 p. 5568 - 5570
反应条件
1: 3-ethoxy-2-cyclohexen-1-one With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane
T=-78 - 20°C; Inert atmosphere;
2: methyl iodide in tetrahydrofuran; hexane
T=-78 - 20°C; Inert atmosphere;
参考文献
Findley, Thomas J. K.; Sucunza, David; Miller, Laura C.; Helm, Matthew D.; Helliwell, Madeleine; Davies, David T.; Procter, David J.
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 7 p. 2433 - 2451
反应条件
lithium aluminium tetrahydride; lithium diisopropyl amide
1) THF, -78 deg C, 2) ether, 36 deg C, 0.5 h;
参考文献
Marinovic, N. N.; Ramanathan, H.
Tetrahedron Letters, 1983 , vol. 24, # 18 p. 1871 - 1874
反应条件
1: 1.) lithium diisopropylamide, hexamethylphosphoramide / 1.) -78 deg C
2: 83 percent / 20percent sulphuric acid / tetrahydrofuran / 1 h
View Scheme
参考文献
Begley, Michael J.; Mellor, Michael; Pattenden, Gerald
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 8 p. 1905 - 1912
反应条件
1: 3-ethoxy-2-cyclohexen-1-one With lithium diisopropyl amide in tetrahydrofuran
T=-78°C; 0.5 h;
2: 4-pentenyl iodide in tetrahydrofuran
T=-78 - 23°C; 5 h;
参考文献
De Miguel, Irene; Herradon, Bernardo; Mann, Enrique
Advanced Synthesis and Catalysis, 2012 , vol. 354, # 9 p. 1731 - 1736
反应条件
1: diethyl ether / Versetzen mit wss. H2SO4 und anschliessendes Destillieren mit Wasserdampf
View Scheme
参考文献
Woods; Tucker
Journal of the American Chemical Society, 1948 , vol. 70, p. 2174,2176
反应条件
1: 1) n-BuLi, 2) glacial acetic acid, 10percent aq. HCl / 1a) ether/hexane, -60 deg C, 1 h, 1b) RT, overnight
2: pyridinium p-toluenesulfonate / benzene / 120 h / Heating
View Scheme
参考文献
McMurry, John E.; Farina, Vittorio; Scott, William J.; Davidson, Alan H.; Summers, David R.; Shenvi, Ashok
Journal of Organic Chemistry, 1984 , vol. 49, # 20 p. 3803 - 3812
参考文献
McMurry, John E.; Farina, Vittorio
Tetrahedron Letters, 1983 , vol. 24, # 43 p. 4653 - 4656
反应条件
1: 1) n-BuLi, 2) glacial acetic acid, 10percent aq. HCl / 1a) ether/hexane, -60 deg C, 1 h, 1b) RT, overnight
2: pyridinium p-toluenesulfonate / benzene / 120 h / Heating
3: 1) B2H6, 2) 3N NaOH, 30 percent H2O2 / 1) THF, RT, overnight, 2a) 45 deg C, 5 h, 2b) RT
4: sodium acetate, pyridinium chlorochromate / CH2Cl2
View Scheme
参考文献
McMurry, John E.; Farina, Vittorio
Tetrahedron Letters, 1983 , vol. 24, # 43 p. 4653 - 4656
