3-乙氧基-2-环己烯-1-酮合成路线 (共 132 条)
反应条件
tert.-butyl lithium
1) ether, pentane, -23 deg C, 2 h; 2) ether, pentane, -78 deg C, 50 min; Multistep reaction. Yields of byproduct given;
参考文献
Coates, Robert M.; Jin, Alan Qingwu
Journal of Organic Chemistry, 1997 , vol. 62, # 21 p. 7475 - 7478
反应条件
1: 1-bromo-4-methoxy-benzene With n-butyllithium in diethyl ether; hexane
T=0°C; 2 h;
2: 3-ethoxy-2-cyclohexen-1-one in diethyl ether; hexane
T=-70°C; 2 h;
3: With hydrogenchloride in diethyl ether; 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
in diethyl ether
T=0 - 20°C; Inert atmosphere;
参考文献
Kehrli, Stefan; Martin, David; Rix, Diane; Mauduit, Marc; Alexakis, Alexandre
Chemistry - A European Journal, 2010 , vol. 16, # 32 p. 9890 - 9904
反应条件
in tetrahydrofuran
T=20°C;
参考文献
Vuagnoux-D'Augustin, Magali; Alexakis, Alexandre
Chemistry - A European Journal, 2007 , vol. 13, # 34 p. 9647 - 9662
反应条件
1: 1.) LDA, HMPA / 1.) THF, hexane, -45 deg C, 0.5 h; 2.) THF, hexane, -45 deg C, 1 h
2: LAH / tetrahydrofuran / 0.5 h / Ambient temperature
3: 1N HCl / tetrahydrofuran / 0.08 h / Ambient temperature
4: H2 / 10percent Pd-C / ethyl acetate / 2 h / Ambient temperature
5: 168 mg / TsOH / benzene / 3 h / Heating
View Scheme
参考文献
Toyota, Masahiro; Seishi, Takashi; Fukumoto, Keiichiro
Tetrahedron Letters, 1993 , vol. 34, # 37 p. 5947 - 5950
反应条件
1: Li, liq. NH3 / diethyl ether
2: BBr3 / CH2Cl2
View Scheme
参考文献
Watt,D.S. et al.
Journal of Organic Chemistry, 1967 , vol. 32, p. 2674 - 2678
反应条件
1: methyl phosphonic acid,diethyl ester With n-butyllithium in diethyl ether; hexane
T=-10°C;
2: 3-ethoxy-2-cyclohexen-1-one in diethyl ether; hexane
T=0°C; 2 h;
参考文献
Chen, Kuan-Fu; Hsu, Ying-Chan; Wu, Qiongyou; Yen, Ming-Chang P.; Sun, Shih-Sheng
Organic Letters, 2009 , vol. 11, # 2 p. 377 - 380
反应条件
in tetrahydrofuran
0.5 h; Ambient temperature;
参考文献
Yamada, Satoshi; Karasawa, Satoru; Takahashi, Youichi; Aso, Mariko; Suemune, Hiroshi
Tetrahedron, 1998 , vol. 54, # 51 p. 15555 - 15566
反应条件
in tetrahydrofuran
T=20°C;
参考文献
Schepens, Wim; Van Haver, Dirk; Vandewalle, Maurits; De Clercq, Pierre J.; Bouillon, Roger; Verstuyf, Annemieke
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 15 p. 3889 - 3892
反应条件
magnesium
1.) ether, 2.) ether, a) 30 min, r.t., b) 60 min, reflux; Yield given. Multistep reaction;
参考文献
Mattay, Jochen; Banning, Anja; Bischof, Eric W.; Heidbreder, Andreas; Runsink, Jan
Chemische Berichte, 1992 , vol. 125, # 9 p. 2119 - 2128