(2E,4E)-2,4-癸二烯酸甲酯合成路线 (共 56 条)
反应条件
manganese(IV) oxide; sodium cyanide; acetic acid
T=20°C; 48 h; Title compound not separated from byproducts;
参考文献
Ovanesyan; Garibyan; Badanyan
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 7 p. 951 - 954
反应条件
1: 1-hexyl-triphenylphosphonium bromide With sodium amide in tetrahydrofuran
1 h; Heating;
2: trans-4-oxo-but-2-enoic acid methyl ester in tetrahydrofuran
Wittig reaction; 1 h; Title compound not separated from byproducts;
参考文献
Ovanesyan; Garibyan; Badanyan
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 7 p. 951 - 954
反应条件
carbonylchlorohydridetris(triphenylphosphine) ruthenium(II)
T=80°C; 0.5 h; Inert atmosphereMicrowave irradiation; Overall yield = 91 percent; Overall yield = 82.8 mg;
参考文献
Schabel, Tobias; Plietker, Bernd
Chemistry - A European Journal, 2013 , vol. 19, # 22 p. 6938 - 6941
反应条件
1: 0.5 h / 120 °C
2: 1.) n-butyllithium, diisopropylamine / 1.)THF, -78 deg C, 2.) -78 deg C 1 h,
View Scheme
参考文献
Baeckstroem, Peter; Jacobsson, Ulla; Norin, Torbjoern; Unelius, C. Rikard
Tetrahedron, 1988 , vol. 44, # 9 p. 2541 - 2548
反应条件
1.1: propionic acid / 1.5 h / 145 °C
1.2: 2 h / 160 - 170 °C
2.1: aluminum oxide / o-xylene / 2 h / 160 °C / Inert atmosphere
View Scheme
参考文献
Mori, Kenji
Tetrahedron, 2012 , vol. 68, # 7 p. 1936 - 1946
反应条件
1: aqueous sulfuric acid
2: pyridine / Erhitzen des Reaktionsgemisches
3: sulfuric acid
View Scheme
参考文献
Crombie et al.
Journal of the Chemical Society, 1955 , p. 1025
反应条件
1: palladium/calcium carbonate; ethyl acetate / Hydrogenation
2: aqueous sulfuric acid
3: pyridine / Erhitzen des Reaktionsgemisches
4: sulfuric acid
View Scheme
参考文献
Crombie et al.
Journal of the Chemical Society, 1955 , p. 1025
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium methylate; benzo[1,3,2]dioxaborole
1.) 70 deg C, 1 h, 2.) toluene, 40 deg C, 45 min; rt, overnight; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Baeckstroem, Peter; Jacobsson, Ulla; Norin, Torbjoern; Unelius, C. Rikard
Tetrahedron, 1988 , vol. 44, # 9 p. 2541 - 2548
反应条件
n-butyllithium; diisopropylamine
1.)THF, -78 deg C, 2.) -78 deg C 1 h,; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Baeckstroem, Peter; Jacobsson, Ulla; Norin, Torbjoern; Unelius, C. Rikard
Tetrahedron, 1988 , vol. 44, # 9 p. 2541 - 2548
反应条件
tetrabutylammomium bromide; palladium diacetate; potassium carbonate
5 h; Ambient temperature;
参考文献
Jeffery, Tuyet
Synthetic Communications, 1988 , vol. 18, # 1 p. 77 - 84