3-氧代-6-庚烯酸乙基合成路线 (共 15 条)
反应条件
1: ethyl acetoacetate With sodium hydride in tetrahydrofuran T=0°C; 0.5 h; 2: With n-butyllithium in tetrahydrofuran; hexane T=0°C; 0.166667 h; 3: allyl bromide in tetrahydrofuran; hexane T=0 - 20°C;
参考文献
Langer, Peter; Eckardt, Tobias; Stoll, Martin
Organic Letters, 2000 , vol. 2, # 19 p. 2991 - 2993
参考文献
Hirama; Uei
Journal of the American Chemical Society, 1982 , vol. 104, # 15 p. 4251 - 4253
反应条件
1: enolate sodique de l'acetylacetate d'ethyle With n-butyllithium in tetrahydrofuran; hexane T=0°C; 2: 3-iodoprop-1-ene in tetrahydrofuran; hexane T=20°C; 1.5 h;
参考文献
Bargiggia, Frederic C.; Murray, William V.
Journal of Organic Chemistry, 2005 , vol. 70, # 23 p. 9636 - 9639
反应条件
1: 3-vinylpropionic acid With 1,1'-carbonyldiimidazole in tetrahydrofuran T=20°C; 1 h; 2: With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 0.5 h; 3: ethyl acetate in tetrahydrofuran; hexane T=-78 - 20°C; 3.75 h;
参考文献
Rival, Nicolas; Hazelard, Damien; Hanquet, Gilles; Kreuzer, Thomas; Bensoussan, Charlelie; Reymond, Sebastien; Cossy, Janine; Colobert, Francoise
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 47 p. 9418 - 9428
反应条件
2: sodium hydride; diethyl ether View Scheme
参考文献
Schechter; Green; La Forge
Journal of the American Chemical Society, 1949 , vol. 71, p. 3168
参考文献
Takatori, Kazuhiko; Tanaka, Kenji; Matsuoka, Katsunori; Morishita, Kazuyoshi; Kajiwara, Masahiro
Synlett, 1997 , vol. 1997, # 2 p. 159 - 160
反应条件
trans-5-decene; 4-bromooctafluorobutanetriethoxysilane; water; palladium diacetate in tetrahydrofuran 0.5 h; Ambient temperature;
参考文献
Tour, James M.; Cooper, Joel P.; Pendalwar, Shekhar L.
Journal of Organic Chemistry, 1990 , vol. 55, # 11 p. 3452 - 3453
反应条件
in ethanol 14 h; Heating;
参考文献
Guan, Zhibin; Roland, Jason T.; Bai, Jane Z.; Ma, Sharon X.; McIntire, Theresa M.; Nguyen, Maianh
Journal of the American Chemical Society, 2004 , vol. 126, # 7 p. 2058 - 2065
反应条件
chloro-trimethyl-silane; dichloro bis(acetonitrile) palladium(II) in 1,4-dioxane T=25°C;
参考文献
Pei, Tao; Widenhoefer, Ross A.
Chemical Communications, 2002 , # 6 p. 650 - 651
反应条件
1.1: 65 percent / NaH / dimethylformamide / 20 h / 70 °C 2.1: water; sodium hydroxide / 1 h / 20 °C 2.2: aq. hydrochloric acid / 1 h View Scheme
参考文献
Tiecco, Marcello; Testaferri, Lorenzo; Bagnoli, Luana; Scarponi, Catalina; Temperini, Andrea; Marini, Francesca; Santi, Claudio
Tetrahedron Asymmetry, 2006 , vol. 17, # 19 p. 2768 - 2774