(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: 1) LiNH2 / 1) liq.NH3, -33 deg C, 2 h, 2) THF, -33 deg C, 0.5 h
2: 65 percent / propionic acid / 2 h / 138 °C
3: 80 percent / H2, quinoline / Pd-CaCO3 / hexane / 760 Torr
4: 98 percent / LiAlH4 / diethyl ether / 2 h
5: 90 percent / pyridine / 12 h / Ambient temperature
View Scheme
参考文献
Yadav, J. S.; Kulkarni, A. D.; Reddy, P. Satyanarayana
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1986 , vol. 25, p. 1220 - 1223
反应条件
1: 85 percent / hydrogen, triethylamine / P(2)-Ni / ethanol
2: 90 percent / p-toluenesulphonic acid / methanol / 4 h / Heating
3: 83 percent / propionic acid / 1 h / 140 °C
4: LiAlH4 / diethyl ether
5: 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
1: 98 percent / ammonium sulfate, tert-butyl alcohol, lithium / tetrahydrofuran; liquid ammonia / 2 h
2: 96 percent / pyridine / diethyl ether / 4 h / Ambient temperature
View Scheme
参考文献
Ishchenko, R. I.; Kovalev, B. G.
Journal of Organic Chemistry USSR (English Translation), 1989 , vol. 25, # 2.1 p. 258 - 262
Zhurnal Organicheskoi Khimii, 1989 , vol. 25, # 2 p. 291 - 296
反应条件
1: conc. H2SO4 / CCl4 / Heating
2: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 20 h / 145 - 150 °C
3: 88 percent / pyridine / 24 h / 20 °C
View Scheme
参考文献
Gansca, Lucia; Gocan, Alexandra; Oprean, Ioan; Maxim, Sanda; Budae, Iuliana
Revue Roumaine de Chimie, 2001 , vol. 46, # 11 p. 1243 - 1248
反应条件
1: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 20 h / 145 - 150 °C
2: 88 percent / pyridine / 24 h / 20 °C
View Scheme
参考文献
Gansca, Lucia; Gocan, Alexandra; Oprean, Ioan; Maxim, Sanda; Budae, Iuliana
Revue Roumaine de Chimie, 2001 , vol. 46, # 11 p. 1243 - 1248
反应条件
1: 74 percent / PBr3, pyridine / diethyl ether / 1a) overnight, 2) reflux, 2 h
2: 1) sodium / 1) benzene, DMF, 2) benzene, reflux, 12 h
3: 58 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 180 °C
4: 54 percent / lithium aluminium monoethoxy hydride / diethyl ether
5: 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
2: 76 percent / Py / tetrahydrofuran / 1) -20 deg C, 0.5 h, 2) r.t., 3 h
View Scheme
参考文献
Bestmann; Zeibig; Vostrowsky
Synthesis, 1990 , # 11 p. 1039 - 1047
反应条件
1: 85 percent / PBr3, pyridine / diethyl ether / 12 h / Ambient temperature
2: 1.) LiNH2, liquid NH3 / 1.) THF, 2 h, 2.) 20 min
3: 90 percent / Na, liquid NH3 / tetrahydrofuran / 1 h
4: 90 percent / pyridine / 12 h / Ambient temperature
View Scheme
参考文献
Yadav, J. S.; Reddy, P. Satyanarayana
Synthetic Communications, 1986 , vol. 16, # 9 p. 1119 - 1132
反应条件
1: 90 percent / liquid NH3, Li / 2 h
2: 85 percent / PBr3, pyridine / diethyl ether / 12 h / Ambient temperature
3: 1.) LiNH2, liquid NH3 / 1.) THF, 2 h, 2.) 20 min
4: 90 percent / Na, liquid NH3 / tetrahydrofuran / 1 h
5: 90 percent / pyridine / 12 h / Ambient temperature
View Scheme
参考文献
Yadav, J. S.; Reddy, P. Satyanarayana
Synthetic Communications, 1986 , vol. 16, # 9 p. 1119 - 1132
反应条件
1.1: EtMgBr / tetrahydrofuran / 2 h / 20 °C
1.2: cuprous cyanide / hexamethylphosphoric acid triamide; tetrahydrofuran / 50 °C
2.1: conc. H2SO4 / CCl4 / Heating
3.1: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 20 h / 145 - 150 °C
4.1: 88 percent / pyridine / 24 h / 20 °C
View Scheme
参考文献
Gansca, Lucia; Gocan, Alexandra; Oprean, Ioan; Maxim, Sanda; Budae, Iuliana
Revue Roumaine de Chimie, 2001 , vol. 46, # 11 p. 1243 - 1248
