(2E,4E)-2,4-癸二烯酸合成路线 (共 46 条)
反应条件
1: lithium alanate; diethyl ether 2: potassium dichromate; aqueous sulfuric acid 3: pyridine / Erhitzen des Reaktionsgemisches View Scheme
参考文献
Jacobson
Journal of the American Chemical Society, 1953 , vol. 75, p. 2584 Anm. 11
反应条件
1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 7 h, 2.) 0 deg C 2: 53 percent / potassium t-butoxide / dimethylsulfoxide / 1 h / 25 - 30 °C View Scheme
参考文献
Nakai, Takeshi; Mikami, Koichi; Taya, Shiro; Kimura, Yasuhiro; Mimura, Tetsuya
Tetrahedron Letters, 1981 , vol. 22, p. 69 - 72
反应条件
potassium hydroxide in tetrachloromethane; water; tert-butyl alcohol Ambient temperature;
参考文献
Grieco,P.A.; Boxler,D.
Synthetic Communications, 1975 , vol. 5, p. 315 - 318
反应条件
potassium tert-butylate in tert-butyl alcohol 12 h; Ambient temperature; Title compound not separated from byproducts;
参考文献
Mandai, Tadakatsu; Moriyama, Tadashi; Tsujimoto, Koichiro; Kawada, Mikio; Otera, Junzo
Tetrahedron Letters, 1986 , vol. 27, # 5 p. 603 - 606
反应条件
1: m-chloroperbenzoic acid 2: toluene / 100 °C 3: 95 percent / H(+) View Scheme
参考文献
Ono, Noboru; Miyake, Hideyoshi; Tanabe, Yo; Tanaka, Kazuhiko; Kaji, Aritsune
Chemistry Letters, 1980 , p. 1365 - 1368
反应条件
1: 100 °C 2: KOH / 2-methyl-propan-2-ol; CCl4; H2O / Ambient temperature View Scheme
参考文献
Grieco,P.A.; Boxler,D.
Synthetic Communications, 1975 , vol. 5, p. 315 - 318
反应条件
1: 96 percent / Swern oxidation 2: 74 percent / 1.) n-butyllithium / hexane; tetrahydrofuran / 1.) -78 deg C, 20 min; 2.) -78 deg C, 10 min; to RT, 1.5 h 3: 83 percent / 1.) LiOH; 2.) HCl / acetone; H2O / 1.5 h / Heating View Scheme
参考文献
Strunz, George M.; Finlay, Heather J.
Canadian Journal of Chemistry, 1996 , vol. 74, # 3 p. 419 - 432
反应条件
1: 74 percent / 1.) n-butyllithium / hexane; tetrahydrofuran / 1.) -78 deg C, 20 min; 2.) -78 deg C, 10 min; to RT, 1.5 h 2: 83 percent / 1.) LiOH; 2.) HCl / acetone; H2O / 1.5 h / Heating View Scheme
参考文献
Strunz, George M.; Finlay, Heather J.
Canadian Journal of Chemistry, 1996 , vol. 74, # 3 p. 419 - 432
反应条件
1: 95 percent / 1.) LAH; 2.) NaOH, water / tetrahydrofuran / 1.) 0 deg C to RT, 3.5 h; 2.) RT, 20 min 2: 96 percent / Swern oxidation 3: 74 percent / 1.) n-butyllithium / hexane; tetrahydrofuran / 1.) -78 deg C, 20 min; 2.) -78 deg C, 10 min; to RT, 1.5 h 4: 83 percent / 1.) LiOH; 2.) HCl / acetone; H2O / 1.5 h / Heating View Scheme
参考文献
Strunz, George M.; Finlay, Heather J.
Canadian Journal of Chemistry, 1996 , vol. 74, # 3 p. 419 - 432
反应条件
1: 1) NaH / 1) THF, oil, 2a) room temperature, 3 h, b) 50 deg C, 3 h 2: 70 percent / KOH / methanol / 10 h / Ambient temperature View Scheme
参考文献
Bari; Sattar; Vig; Kumar; Vasisht
Journal of the Indian Chemical Society, 1990 , vol. 67, # 12 p. 995 - 996