(3E,13Z)-十八碳二烯-1-基乙酸酯合成路线 （共 61 条）
反应条件
1: 60 percent / Mg, Li2CuCl4 / tetrahydrofuran / 0.5 h / 10 °C
2: 1.) Mg / 1.) THF, 40 - 50 deg C, 1 h, 2.) THF, 10 - 20 deg C, 1 h
3: Na, ethylene glycol / toluene / 98 - 101 °C
4: 77 percent / p-toluenesulfonic acid / pyridine / Heating
View Scheme
参考文献
Yamamoto, Akira; Ishihara, Toshinobu; Fukumoto, Takehiko
Agricultural and Biological Chemistry, 1989 , vol. 53, # 1 p. 285 - 288
反应条件
1: 1.) Mg / 1.) THF, 40 - 50 deg C, 1 h, 2.) THF, 10 - 20 deg C, 1 h
2: Na, ethylene glycol / toluene / 98 - 101 °C
3: 77 percent / p-toluenesulfonic acid / pyridine / Heating
View Scheme
参考文献
Yamamoto, Akira; Ishihara, Toshinobu; Fukumoto, Takehiko
Agricultural and Biological Chemistry, 1989 , vol. 53, # 1 p. 285 - 288
反应条件
1: 60 percent / Mg, Li2CuCl4 / tetrahydrofuran / 0.5 h / 10 °C
2: 1.) Mg / 1.) THF, 40 - 50 deg C, 1 h, 2.) THF, 10 - 20 deg C, 1 h
3: Na, ethylene glycol / toluene / 98 - 101 °C
4: 77 percent / p-toluenesulfonic acid / pyridine / Heating
View Scheme
参考文献
Yamamoto, Akira; Ishihara, Toshinobu; Fukumoto, Takehiko
Agricultural and Biological Chemistry, 1989 , vol. 53, # 1 p. 285 - 288
反应条件
1: 1.) NaNH2, HMPA / 1.) THF, RT, 90 min, 2.) THF, from -78 deg C to RT, 5 h
2: 89 percent / CBr4, Ph3P / CH2Cl2 / Ambient temperature
3: 1.) n-BuLi / 1.) hexane, THF, -10 deg C, 30 min, 2.) hexane, THF, HMPA, -10 deg C, 3 h
4: 57 percent / p-toluenesulfonic acid / methanol / 4 h / 60 °C
5: 58 percent / LAH / bis-(2-methoxy-ethyl) ether / 48 h / Heating
6: 81 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature
View Scheme
参考文献
Singh, Vasundhara; Trehan, I. R.; Kad, G. L.
Journal of the Indian Chemical Society, 1992 , vol. 69, # 2 p. 103 - 105
反应条件
1: 89 percent / CBr4, Ph3P / CH2Cl2 / Ambient temperature
2: 1.) n-BuLi / 1.) hexane, THF, -10 deg C, 30 min, 2.) hexane, THF, HMPA, -10 deg C, 3 h
3: 57 percent / p-toluenesulfonic acid / methanol / 4 h / 60 °C
4: 58 percent / LAH / bis-(2-methoxy-ethyl) ether / 48 h / Heating
5: 81 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature
View Scheme
参考文献
Singh, Vasundhara; Trehan, I. R.; Kad, G. L.
Journal of the Indian Chemical Society, 1992 , vol. 69, # 2 p. 103 - 105
反应条件
1: 80 percent / PPC on alumina / hexane / 3 h / Ambient temperature
2: n-BuLi / toluene / 2 h / 25 °C
View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: 70 percent / 30percent hydrogen peroxide / formic acid / 2 h / 30 °C
2: 60 percent / lead tetraacetate / benzene / 3 h / Ambient temperature
3: NaOEt / toluene / 2 h / 25 °C
4: PBr3
5: 98 percent / acetonitrile / 24 h / Heating
6: NaOEt / tetrahydrofuran / 1 h / 25 °C
7: n-BuLi / toluene / 2 h / 25 °C
View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: NaOEt / toluene / 2 h / 25 °C
2: PBr3
3: 98 percent / acetonitrile / 24 h / Heating
4: NaOEt / tetrahydrofuran / 1 h / 25 °C
5: n-BuLi / toluene / 2 h / 25 °C
View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: 93 percent / lithium aluminium hydride / tetrahydrofuran / 2 h / Heating
2: 70 percent / 30percent hydrogen peroxide / formic acid / 2 h / 30 °C
3: 60 percent / lead tetraacetate / benzene / 3 h / Ambient temperature
4: NaOEt / toluene / 2 h / 25 °C
5: PBr3
6: 98 percent / acetonitrile / 24 h / Heating
7: NaOEt / tetrahydrofuran / 1 h / 25 °C
8: n-BuLi / toluene / 2 h / 25 °C
View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: n-BuLi / toluene / 2 h / 25 °C
2: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating
3: PBr3
4: 98 percent / acetonitrile / 24 h / Heating
5: NaOEt / tetrahydrofuran / 1 h / 25 °C
6: n-BuLi / toluene / 2 h / 25 °C
View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
