(Z,E)-十三-4,7-二烯-1-基乙酸酯合成路线 （共 53 条）
反应条件
1: 76 percent / LiAlH4 / diethyl ether
2: 88 percent / pyridine
View Scheme
参考文献
Vasil'ev; Serebryakov
Russian Chemical Bulletin, 1996 , vol. 45, # 9 p. 2232 - 2235
反应条件
1: 67 g / NaCl / dimethylsulfoxide; H2O / 40 h / Heating
2: 35.5 g / aq. KOH / methanol / 4 h / Heating
3: 1.) EtMgBr, 2.) CuCN, HMPT / 1.) THF, RT, 2 h, 2.) THF, 3 h
4: 79 percent / conc. H2SO4 / CCl4 / 10 h
5: LiAlH4 / bis-(2-methoxy-ethyl) ether; tetrahydrofuran / 20 h / 145 - 150 °C
6: 88 percent / pyridine / 24 h / Ambient temperature
View Scheme
参考文献
Gocan, Alexandra; Gansca, Lucia; Oprean, Ioan
Revue Roumaine de Chimie, 1995 , vol. 40, # 3 p. 253 - 258
反应条件
1: 35.5 g / aq. KOH / methanol / 4 h / Heating
2: 1.) EtMgBr, 2.) CuCN, HMPT / 1.) THF, RT, 2 h, 2.) THF, 3 h
3: 79 percent / conc. H2SO4 / CCl4 / 10 h
4: LiAlH4 / bis-(2-methoxy-ethyl) ether; tetrahydrofuran / 20 h / 145 - 150 °C
5: 88 percent / pyridine / 24 h / Ambient temperature
View Scheme
参考文献
Gocan, Alexandra; Gansca, Lucia; Oprean, Ioan
Revue Roumaine de Chimie, 1995 , vol. 40, # 3 p. 253 - 258
反应条件
1: 52 percent / LAH / diethyl ether / 1a) overnight, 1b) reflux, 6 h
2: 74 percent / PBr3, pyridine / diethyl ether / 1a) overnight, 2) reflux, 2 h
3: 1) sodium / 1) benzene, DMF, 2) benzene, reflux, 12 h
4: 58 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 180 °C
5: 54 percent / lithium aluminium monoethoxy hydride / diethyl ether
6: 60 percent / pyridine / 48 h
View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Kumari, Sarla; Rani, Veena
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 675 - 676
反应条件
1: 1) sodium / 1) benzene, DMF, 2) benzene, reflux, 12 h
2: 58 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 180 °C
3: 54 percent / lithium aluminium monoethoxy hydride / diethyl ether
4: 60 percent / pyridine / 48 h
View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Kumari, Sarla; Rani, Veena
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 675 - 676
反应条件
1: 58 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 180 °C
2: 54 percent / lithium aluminium monoethoxy hydride / diethyl ether
3: 60 percent / pyridine / 48 h
View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Kumari, Sarla; Rani, Veena
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 675 - 676
反应条件
1: 90 percent / p-toluenesulphonic acid / methanol / 4 h / Heating
2: 83 percent / propionic acid / 1 h / 140 °C
3: LiAlH4 / diethyl ether
4: pyridine
View Scheme
参考文献
Chattopadhyay, A.; Mamdapur, V. R.; Chadha, M. S.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 187 - 188
反应条件
2: 92 percent / pyridine / 0.75 h / Ambient temperature
View Scheme
参考文献
Hutzinger, Michael W.; Oehlschlager, Allan C.
Journal of Organic Chemistry, 1995 , vol. 60, # 14 p. 4595 - 4601
反应条件
2: 92 percent / pyridine / 0.75 h / Ambient temperature
View Scheme
参考文献
Hutzinger, Michael W.; Oehlschlager, Allan C.
Journal of Organic Chemistry, 1995 , vol. 60, # 14 p. 4595 - 4601
反应条件
sodium tetrahydroborate; diisobutylaluminium hydride
Yield given. Multistep reaction;
参考文献
Nishiyama, Hisao; Sakuta, Koji; Itoh, Kenji
Tetrahedron Letters, 1984 , vol. 25, # 2 p. 223 - 226
