3-甲基-1-苯基-2-丁烯合成路线 （共 98 条）
反应条件
1.1: sodium tetrahydroborate / methanol / 65 h / 4 - 20 °C / |Inert atmosphere
2.1: triphenylphosphine; 1H-imidazole; bromine / dichloromethane / 27 h / 20 °C / |Inert atmosphere
3.1: potassium carbonate / acetone / 24 h / |Reflux; |Inert atmosphere
4.1: (NH4)6[Mo7O24]*4H2O; dihydrogen peroxide / methanol; water / 2.5 h / 0 - 20 °C / |Inert atmosphere
5.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / |Inert atmosphere
5.2: 20 h / 20 °C / |Inert atmosphere
6.1: N,N,N',N,-tetramethylethylenediamine; iron (III) acetylacetonate; CPME / diethyl ether / 18 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Denmark, Scott E.; Cresswell, Alexander J.
Journal of Organic Chemistry, 2013 , vol. 78, # 24 p. 12593 - 12628
反应条件
1.1: potassium carbonate / acetone / 24 h / |Reflux; |Inert atmosphere
2.1: (NH4)6[Mo7O24]*4H2O; dihydrogen peroxide / methanol; water / 2.5 h / 0 - 20 °C / |Inert atmosphere
3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / |Inert atmosphere
3.2: 20 h / 20 °C / |Inert atmosphere
4.1: N,N,N',N,-tetramethylethylenediamine; iron (III) acetylacetonate; CPME / diethyl ether / 18 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Denmark, Scott E.; Cresswell, Alexander J.
Journal of Organic Chemistry, 2013 , vol. 78, # 24 p. 12593 - 12628
反应条件
1.1: (NH4)6[Mo7O24]*4H2O; dihydrogen peroxide / methanol; water / 2.5 h / 0 - 20 °C / |Inert atmosphere
2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / |Inert atmosphere
2.2: 20 h / 20 °C / |Inert atmosphere
3.1: N,N,N',N,-tetramethylethylenediamine; iron (III) acetylacetonate; CPME / diethyl ether / 18 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Denmark, Scott E.; Cresswell, Alexander J.
Journal of Organic Chemistry, 2013 , vol. 78, # 24 p. 12593 - 12628
反应条件
n-butyllithium
1.) THF, cyclohexane, reflux, 1 h, 2.) THF, reflux, 10 h; Multistep reaction;
参考文献
Angelis, Yiannis S.; Orfanopoulos, Michael
Journal of Organic Chemistry, 1997 , vol. 62, # 17 p. 6083 - 6085
反应条件
n-butyllithium
Wittig coupling;
参考文献
Adam, Waldemar; Krebs, Oliver; Orfanopoulos, Michael; Stratakis, Manolis
Journal of Organic Chemistry, 2002 , vol. 67, # 24 p. 8395 - 8399
反应条件
1: hydrogen bromide / dann Umsetzung des erhaltenen 2-Brom-2-methyl-butens-(3)
2: folgend Behandlung des Reaktionsprodukts mit verd. Salzsaeure
View Scheme
参考文献
Claisen
Journal fuer Praktische Chemie (Leipzig), 1922 , vol. <2> 105, p. 72
Chemische Berichte, 1925 , vol. 58, p. 279 Anm. 15
反应条件
in methanol
T=20°C; 65 h; electrolysis; Hg cathode, platinum anode; -1.8 V vs SCE; 0.1 mol/l Ba(ClO4)2;
参考文献
Ismail, M. T.; Abdel-Wahab, A. A.; Mohamed, O. S.; Khalaf, A. A.
Bulletin de la Societe Chimique de France, 1985 , # 6 p. 1174 - 1176
反应条件
n-butyllithium
1.) THF, -78 deg C; 2.) THF, between -50 and -20 deg C; Yield given. Multistep reaction;
参考文献
Hendrickson, James B.; Boudreaux, Gerald J.; Palumbo, Paul S.
Tetrahedron Letters, 1984 , vol. 25, # 41 p. 4617 - 4618
反应条件
n-butyllithium; N,N,N',N,-tetramethylethylenediamine in hexane
T=19°C; 24 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Babin, D.; Fourneron, J. D.; Harwood, L. M.; Julia, M.
Tetrahedron, 1981 , vol. 37, p. 325 - 332
参考文献
Pudowik; Schergina
Zhurnal Obshchei Khimii, 1957 , vol. 27, p. 2750,2753; engl. Ausg. S. 2789, 2791
