(9Z,12E)-9,12-十四碳二烯-1-醇乙酸酯合成路线 （共 53 条）
反应条件
hydrogen; sodium tetrahydroborate; nickel diacetate; ethylenediamine in ethanol Ambient temperature;
参考文献
Odinokov, V. N.; Dzhemilev, U. M.; Ishumuratov, G. Yu.; Botsman, L. P.; Ibragimov, A. G.; et al.
Chemistry of Natural Compounds, 1991 , vol. 27, # 2 p. 238 - 240
Khimiya Prirodnykh Soedinenii, 1991 , # 2 p. 276 - 279
反应条件
pyridine in dichloromethane T=20°C; 18 h; Overall yield = 89 percent; Overall yield = 0.34 g;
参考文献
GRUBBS, ROBERT H.; HERBERT, MYLES B.; WICKENS, ZACHARY K.; MARX, VANESSA M.
Patent: US2013/231499 A1, 2013 ;
Location in patent: Paragraph 0200; 0201 ;
反应条件
titanium tetrachloride in dichloromethane T=0 - 25°C; Acetylation; 6 h;
参考文献
Chandrasekhar; Ramachandar; Reddy, M. Venkat; Takhi, Mohamed
Journal of Organic Chemistry, 2000 , vol. 65, # 15 p. 4729 - 4731
参考文献
Chattopadhyay, A.; Mamdapur, V. R.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 868 - 869
反应条件
pyridine in dichloromethane T=20°C; 18 h; Inert atmosphere; chemoselective reaction;
参考文献
Herbert, Myles B.; Marx, Vanessa M.; Pederson, Richard L.; Grubbs, Robert H.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 1 p. 310 - 314
Angew. Chem., 2012 , vol. 125, # 1 p. 328 - 332,5
反应条件
pyridine in acetic acid 12 h; Ambient temperature;
参考文献
Sharma; Sabharwal; Dogra; Vig; Kad
Journal of the Indian Chemical Society, 1989 , vol. 66, # 11 p. 792 - 793
反应条件
1: 1.) n-BuLi / 1.) THF, -70 deg C, 2.) -70 deg C -> 0 deg C 2: methanol 3: 76 percent / NaBH4 / methanol 5: 77 percent / CsF / acetone / 4 h / Heating 7: Li2CuCl4 / tetrahydrofuran / 4 h / -30 °C 8: TsOH / methanol / Heating 9: pyridine View Scheme
参考文献
Bac, N. V.; Langlois, Y.
Journal of the American Chemical Society, 1982 , vol. 104, # 26 p. 7666 - 7667
反应条件
1: Li2CuCl4 / tetrahydrofuran / 4 h / -30 °C 2: TsOH / methanol / Heating 3: pyridine View Scheme
参考文献
Bac, N. V.; Langlois, Y.
Journal of the American Chemical Society, 1982 , vol. 104, # 26 p. 7666 - 7667
反应条件
2: Li2CuCl4 / tetrahydrofuran / 4 h / -30 °C 3: TsOH / methanol / Heating 4: pyridine View Scheme
参考文献
Bac, N. V.; Langlois, Y.
Journal of the American Chemical Society, 1982 , vol. 104, # 26 p. 7666 - 7667
反应条件
2: 77 percent / CsF / acetone / 4 h / Heating 4: Li2CuCl4 / tetrahydrofuran / 4 h / -30 °C 5: TsOH / methanol / Heating 6: pyridine View Scheme
参考文献
Bac, N. V.; Langlois, Y.
Journal of the American Chemical Society, 1982 , vol. 104, # 26 p. 7666 - 7667
