(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
1: methanol 2: 76 percent / NaBH4 / methanol 4: 77 percent / CsF / acetone / 4 h / Heating 6: Li2CuCl4 / tetrahydrofuran / 4 h / -30 °C 7: TsOH / methanol / Heating 8: 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
1: 77 percent / CsF / acetone / 4 h / Heating 3: Li2CuCl4 / tetrahydrofuran / 4 h / -30 °C 4: TsOH / methanol / Heating 5: 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: 76 percent / NaBH4 / methanol 3: 77 percent / CsF / acetone / 4 h / Heating 5: Li2CuCl4 / tetrahydrofuran / 4 h / -30 °C 6: TsOH / methanol / Heating 7: 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: lt;(E)-3-Pentenylgt;triphenylphosphonium-bromid With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-20°C; 1 h; 2: 9-acetoxy-nonanal in tetrahydrofuran; hexane T=-60 - 20°C; Wittig reaction; Further stages.;
参考文献
Hornyanszky, Gabor; Rohaly, Janos; Novak, Lajos
Synthetic Communications, 2008 , vol. 38, # 10 p. 1533 - 1540
反应条件
pyridine in tetrahydrofuran
参考文献
Matveeva; Erin; Leshcheva; Kurts
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 6 p. 765 - 770
反应条件
1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 1.2: 68 percent / tetrahydrofuran; hexane / 4 h / 20 °C 2.1: 85 percent / H2 / P-2 Ni / ethanol / 25 °C 3.1: 93 percent / pyridine / tetrahydrofuran View Scheme
参考文献
Matveeva; Erin; Leshcheva; Kurts
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 6 p. 765 - 770
反应条件
1.1: 95 percent / aq. HCl 2.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 2.2: 68 percent / tetrahydrofuran; hexane / 4 h / 20 °C 3.1: 85 percent / H2 / P-2 Ni / ethanol / 25 °C 4.1: 93 percent / pyridine / tetrahydrofuran View Scheme
参考文献
Matveeva; Erin; Leshcheva; Kurts
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 6 p. 765 - 770
反应条件
1: 75 percent / LiNH2 / liquid ammonia 2: 90 percent / H2 / P-2 nickel 3: mesylation 4: 76 percent / NaI / acetone 5: 66 percent / ethylmagnesium bromide / CuCl 6: 80 percent / LiAlH4 7: mesylation 8: LiAlH4 9: 79 percent / acetylation View Scheme
参考文献
Bestmann, Hans Juergen; Koschatzky, Karl-Heinrich; Plenchette, Alain; Suess, Joachim; Vostrowsky, Otto
Liebigs Annalen der Chemie, 1982 , # 3 p. 536 - 544
反应条件
1: sodium dithionite, sodium bicarbonate / Adogen 464 / cyclohexane; H2O / 3.5 h / Heating 2: cc HCl / methanol / 5 h / Ambient temperature 3: 97 percent Chromat. / 4-dimethylaminopyridine / triethylamine View Scheme
参考文献
Cuvigny, T.; Penhoat, C. Herve Du; Julia, M.
Tetrahedron, 1987 , vol. 43, # 5 p. 859 - 872
