3-乙氧基-2-环己烯-1-酮合成路线 （共 132 条）
反应条件
1.1: lithium diisopropylamide; hexamethylphosphoramide / tetrahydrofuran / 1 h / -78 - -35 °C 1.2: 94 percent / tetrahydrofuran / 1.5 h / -35 °C 2.1: lithium aluminum hydride / diethyl ether / 1.5 h / 20 °C 2.2: 83 percent / aq. HCl / tetrahydrofuran / 20 °C View Scheme
参考文献
Smith III; Haseltine; Visnick
Tetrahedron, 1989 , vol. 45, # 8 p. 2431 - 2449
反应条件
1: n-butyllithium; para-bromobenzonitrile in tetrahydrofuran; hexane T=-70°C; 1 h; 2: 3-ethoxy-2-cyclohexen-1-one in tetrahydrofuran; hexane T=-70°C; 2 h; 3: With hydrogenchloride in tetrahydrofuran; hexane T=20°C; 1.5 h;
参考文献
Zimmerman, Howard E.; Nesterov, Evgueni E.
Journal of the American Chemical Society, 2003 , vol. 125, # 18 p. 5422 - 5430
反应条件
1: 1.) n-BuLi / 1.) Et2O, hexane, 0 deg C, 30 min, 2.) 0 deg C, 2 h
2: 1.) H2, 2.) Jones reagent / 1.) 10percent Pd/C / 1.) EtOAc, 32 psi, 8 h
View Scheme
参考文献
Cieplak, Andrzej S.; Tait, Bradley D.; Johnson, Carl R.
Journal of the American Chemical Society, 1989 , vol. 111, # 22 p. 8447 - 8462
反应条件
in tetrahydrofuran; diethyl ether
T=0°C; 3 h;
参考文献
Banwell, Martin G.; Lupton, David W.; Willis, Anthony C.
Australian Journal of Chemistry, 2005 , vol. 58, # 10 p. 722 - 737
反应条件
1: With ethylmagnesium bromide in tetrahydrofuran; diethyl ether
T=20°C; Woods-Grignard reaction; 3 h;
2: With hydrogenchloride in tetrahydrofuran; diethyl ether; water
T=0°C; 6 h;
参考文献
Kraft, Philip; Popaj, Kasim
European Journal of Organic Chemistry, 2008 , # 28 p. 4806 - 4814
反应条件
hydrogenchloride in tetrahydrofuran
参考文献
ALLERGAN SALES, INC.
Patent: US2002/161051 A1, 2002 ;
参考文献
Carrea, Giacomo; Danieli, Bruno; Palmisano, Giovanni; Riva, Sergio; Santagostino, Marco
Tetrahedron: Asymmetry, 1992 , vol. 3, # 6 p. 775 - 784
反应条件
1:
2: With water
Acidic aqueous solution;
参考文献
ALLERGAN, INC.
Patent: WO2003/99289 A2, 2003 ;
Location in patent: Page 63 ;
WO 03/099289 A2
反应条件
in tetrahydrofuran; pentane
T=-78°C; Inert atmosphere;
参考文献
Coote, Susannah C.; O'Brien, Peter; Whitwood, Adrian C.
Organic and Biomolecular Chemistry, 2008 , vol. 6, # 23 p. 4299 - 4314
反应条件
diethyl ether
Eintragen des Reaktionsgemisches in wss. H2SO4 und anschliessennd Destillieren mit Wasser-Dampf;
参考文献
Woods et al.
Journal of the American Chemical Society, 1949 , vol. 71, p. 2028
