十四碳-11-炔-1-醇合成路线 （共 18 条）
反应条件
toluene-4-sulfonic acid in methanol 2 h; Heating; Yield given;
参考文献
Odinokov; Botsman; Gladysheva
Chemistry of Natural Compounds, 1996 , vol. 32, # 3 p. 381 - 383
反应条件
1: 83 percent 2: 1) LiNH2 3: 1) O3, 2) NaBH4 / 1) cyclohexane, MeOH View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Ladenkova, I. M.; Vyrypaev, E. M.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1990 , vol. 26, # 6 p. 702 - 704
Khimiya Prirodnykh Soedinenii, 1990 , # 6 p. 823 - 825
反应条件
1: 1) LiNH2 2: 1) O3, 2) NaBH4 / 1) cyclohexane, MeOH View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Ladenkova, I. M.; Vyrypaev, E. M.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1990 , vol. 26, # 6 p. 702 - 704
Khimiya Prirodnykh Soedinenii, 1990 , # 6 p. 823 - 825
反应条件
1: 1) Li, FeCl3, NH3 / 1) -35 deg C, 1 h, 2) THP, DMSO, -40 deg C, 2 h 2: 3.0 g / TsOH / methanol; H2O / 20 h View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
反应条件
1: 90 percent / bromine / CCl4 / 0.5 h / 20 °C 2: 75 percent / 18-crown-6-ether, KOH / petroleum ether / 10 h / 90 - 110 °C 3: 1) n-BuLi / 1) benzene + THF, 20 deg C, 1 h; 2) HMPTA, 20 deg C, 6 h. View Scheme
参考文献
Zakharkin, L. I.; Guseva, V. V.
Chemistry of Natural Compounds, 1984 , vol. 20, # 6 p. 733 - 736
Khimiya Prirodnykh Soedinenii, 1984 , vol. 20, # 6 p. 776 - 779
反应条件
1: 71 percent / stearic acid, palmitic acid / 350 °C / 260 Torr 2: 90 percent / bromine / CCl4 / 0.5 h / 20 °C 3: 75 percent / 18-crown-6-ether, KOH / petroleum ether / 10 h / 90 - 110 °C 4: 1) n-BuLi / 1) benzene + THF, 20 deg C, 1 h; 2) HMPTA, 20 deg C, 6 h. View Scheme
参考文献
Zakharkin, L. I.; Guseva, V. V.
Chemistry of Natural Compounds, 1984 , vol. 20, # 6 p. 733 - 736
Khimiya Prirodnykh Soedinenii, 1984 , vol. 20, # 6 p. 776 - 779
反应条件
1: 65 percent / ethyl acetate / 450 - 470 °C / quartz tube packed with glass 2: 98 percent / KOH / methanol; H2O / 8 h / Heating 3: 90 percent / bromine / CCl4 / 0.5 h / 20 °C 4: 75 percent / 18-crown-6-ether, KOH / petroleum ether / 10 h / 90 - 110 °C 5: 1) n-BuLi / 1) benzene + THF, 20 deg C, 1 h; 2) HMPTA, 20 deg C, 6 h. View Scheme
参考文献
Zakharkin, L. I.; Guseva, V. V.
Chemistry of Natural Compounds, 1984 , vol. 20, # 6 p. 733 - 736
Khimiya Prirodnykh Soedinenii, 1984 , vol. 20, # 6 p. 776 - 779
反应条件
1: 98 percent / KOH / methanol; H2O / 8 h / Heating 2: 90 percent / bromine / CCl4 / 0.5 h / 20 °C 3: 75 percent / 18-crown-6-ether, KOH / petroleum ether / 10 h / 90 - 110 °C 4: 1) n-BuLi / 1) benzene + THF, 20 deg C, 1 h; 2) HMPTA, 20 deg C, 6 h. View Scheme
参考文献
Zakharkin, L. I.; Guseva, V. V.
Chemistry of Natural Compounds, 1984 , vol. 20, # 6 p. 733 - 736
Khimiya Prirodnykh Soedinenii, 1984 , vol. 20, # 6 p. 776 - 779
反应条件
1: p-TsOH / diethyl ether 2: 51 percent / dimethylsulfoxide / 16 h / Ambient temperature 3: 1.) 2M BuLi / 1.) hexane, HMPT, 0 deg C, 30 min, 2.) 20 deg C, 12 h 4: p-TsOH / methanol / 2 h / Heating View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
反应条件
1: 51 percent / dimethylsulfoxide / 16 h / Ambient temperature 2: 1.) 2M BuLi / 1.) hexane, HMPT, 0 deg C, 30 min, 2.) 20 deg C, 12 h 3: p-TsOH / methanol / 2 h / Heating View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
