(3Z,13Z)-3,13-十八碳二烯-1-基乙酸酯合成路线 （共 52 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: H2 / Lindlar catalyst / methanol; pyridine / 2 h / 30 °C / 3677.5 Torr 4: 99 percent / p-toluenesulfonic acid / pyridine / Heating View Scheme
参考文献
Agricultural and Biological Chemistry, , 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: H2 / Lindlar catalyst / methanol; pyridine / 2 h / 30 °C / 3677.5 Torr 4: 99 percent / p-toluenesulfonic acid / pyridine / Heating View Scheme
参考文献
Agricultural and Biological Chemistry, , 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: 91 percent / H2, quinoline / Pd/CaCO3 / hexane 6: 82 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme
参考文献
Journal of the Indian Chemical Society, , 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: 91 percent / H2, quinoline / Pd/CaCO3 / hexane 5: 82 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme
参考文献
Journal of the Indian Chemical Society, , vol. 69, # 2 p. 103 - 105
反应条件
1: 77 percent / triethylamine / CH2Cl2 / 2 h 2: 1.) Mg, 2.) Li2CuCl4 / 1.) THF, -10 deg, 30 min, 2.) THF, -10 deg C, 3 h 3: 61 percent / pyridinium p-toluenosulphonate / methanol / 6 h / 55 °C 4: 90 percent / H2, quinoline / Lindlar's catalyst / hexane 5: 80 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 30, # 6 p. 563 - 566
反应条件
1: 1.) EtMgBr, Mg / 1.) THF, 50 deg C, 6 h, 2.) THF, reflux, 2 h 2: 74 percent / PBr3, pyridine / diethyl ether / 2 h / Heating 3: 1.) Mg, 2.) Li2CuCl4 / 1.) THF, -10 deg, 30 min, 2.) THF, -10 deg C, 3 h 4: 61 percent / pyridinium p-toluenosulphonate / methanol / 6 h / 55 °C 5: 90 percent / H2, quinoline / Lindlar's catalyst / hexane 6: 80 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 30, # 6 p. 563 - 566
反应条件
1: 1.) Mg, 2.) Li2CuCl4 / 1.) THF, -10 deg, 30 min, 2.) THF, -10 deg C, 3 h 2: 61 percent / pyridinium p-toluenosulphonate / methanol / 6 h / 55 °C 3: 90 percent / H2, quinoline / Lindlar's catalyst / hexane 4: 80 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 30, # 6 p. 563 - 566
反应条件
1: 74 percent / PBr3, pyridine / diethyl ether / 2 h / Heating 2: 1.) Mg, 2.) Li2CuCl4 / 1.) THF, -10 deg, 30 min, 2.) THF, -10 deg C, 3 h 3: 61 percent / pyridinium p-toluenosulphonate / methanol / 6 h / 55 °C 4: 90 percent / H2, quinoline / Lindlar's catalyst / hexane 5: 80 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 30, # 6 p. 563 - 566
反应条件
1: 1.) Mg, 2.) Li2CuCl4 / 1.) THF, -10 deg, 30 min, 2.) THF, -10 deg C, 3 h 2: 61 percent / pyridinium p-toluenosulphonate / methanol / 6 h / 55 °C 3: 90 percent / H2, quinoline / Lindlar's catalyst / hexane 4: 80 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 30, # 6 p. 563 - 566
反应条件
sodium ethanolate in toluene T=25°C; 2 h; Yield given. Yields of byproduct given;
参考文献
Acta Chimica Hungarica, , vol. 125, # 6 p. 797 - 820
