(4E)-4-癸烯-1-醇合成路线 （共 18 条）
反应条件
lithium aluminium tetrahydride in diethyl ether T=20°C; 1 h; Inert atmosphere;
参考文献
PROTIVA BIOTHERAPEUTICS INC.; HEYES, James; WOOD, Mark; MARTIN, Alan
Patent: WO2013/126803 A1, 2013 ;
Location in patent: Page/Page column 151 ;
反应条件
sodium tetrahydroborate in methanol T=0°C; 0.5 h;
参考文献
Donohoe, Timothy J.; Lindsay-Scott, Peter J.; Parker, Jeremy S.; Callens, Cedric K. A.
Organic Letters, 2010 , vol. 12, # 5 p. 1060 - 1063
反应条件
hydrogen; sodium methylate; homogeneous ruthenium complex in tetrahydrofuran T=100°C; P=37503.8 Torr; 2.5 h; Title compound not separated from byproducts.;
参考文献
Saudan, Lionel A.; Saudan, Christophe M.; Debieux, Catherine; Wyss, Patrick
Angewandte Chemie - International Edition, 2007 , vol. 46, # 39 p. 7473 - 7476
反应条件
quinoline; hydrogen; Lindlar's catalyst in hexane P=760 Torr; 24 h;
参考文献
Yen; Lin; Suen
Synthetic Communications, 1992 , vol. 22, # 11 p. 1567 - 1581
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C;
参考文献
Yoshimitsu, Takehiko; Fukumoto, Naoya; Tanaka, Tetsuaki
Journal of Organic Chemistry, 2009 , vol. 74, # 2 p. 696 - 702
反应条件
phenyllithium 1.) THF/diethyl ether, 20 min, 2.) - 75 deg C, 15 min, -30 deg C, 30 min, 25 deg C; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Maryanoff,B.E.; Reitz,A.; Duhl-Emswiler,B.
Journal of the American Chemical Society, 1985 , vol. 10, p. 217
反应条件
1: With Pd(1,2-bis(diphenylphosphino)ethane)Cl2; lithium triethylborohydride in tetrahydrofuran; 1,4-dioxane T=70°C; 8 h; Inert atmosphere; 2: With methanol; toluene-4-sulfonic acid T=20°C; 2 h; Inert atmosphere;
参考文献
Kim, Hee Jin; Su, Liang; Jung, Heejung; Koo, Sangho
Organic Letters, 2011 , vol. 13, # 10 p. 2682 - 2685
反应条件
sodium in diethyl ether 12 h;
参考文献
Bestmann; Koschatzky; Schaetzke; et al.
1981 , vol. No. 9, p. 1705 - 1720
反应条件
1: 1.) n-BuLi, 2.) BF3*Et2O / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 2 h 2: 94 percent / H2, quinoline / Pd/CaCO3 / hexane / 24 h / 760 Torr View Scheme
参考文献
Yen; Lin; Suen
Synthetic Communications, 1992 , vol. 22, # 11 p. 1567 - 1581
反应条件
toluene-4-sulfonic acid in methanol; water
参考文献
Griepink, Frans C.; Van Beek, Teris A.; Posthumus, Maarten A.; De Groot, Aede; Visser, J. Hans; Voerman, Simon
Tetrahedron Letters, 1996 , vol. 37, # 3 p. 411 - 414
