(E)-11-十四碳烯-1-醇合成路线 （共 56 条）
反应条件
1: LiAlH4 2: 90 percent / conc.HCl / 1) 0 deg C, 4h 2) r.t., 24h 3: 1) NaBH4 / BF3*Et2O 2) 30percent H2O2 / 10percent aq.NaOH / 1) THF, r.t., 4h 2) 1h 4: 60 percent / pyridinium chlorochromate / NaOAc / CH2Cl2 / 2 h / Ambient temperature 5: 1) NaH / 1) THF, below 20 deg C 2a) r.t., 6h 2b) 60 deg C, 3h 6: 60 percent / LiAlH4 / benzene / 1) r.t., 2h 2) 60 deg C, 12h 7: 94 percent / NEt3 / CH2Cl2 / 0.5 h / 0 °C 8: 40 percent / CuI / diethyl ether / 1) 0 deg C, 4 h 2) r.t. 9: 95 percent / conc.HCl / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 7 p. 581 - 582
反应条件
1: 60 percent / pyridinium chlorochromate / NaOAc / CH2Cl2 / 2 h / Ambient temperature 2: 1) NaH / 1) THF, below 20 deg C 2a) r.t., 6h 2b) 60 deg C, 3h 3: 60 percent / LiAlH4 / benzene / 1) r.t., 2h 2) 60 deg C, 12h 4: 94 percent / NEt3 / CH2Cl2 / 0.5 h / 0 °C 5: 40 percent / CuI / diethyl ether / 1) 0 deg C, 4 h 2) r.t. 6: 95 percent / conc.HCl / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 7 p. 581 - 582
反应条件
1: 1) NaH / 1) THF, below 20 deg C 2a) r.t., 6h 2b) 60 deg C, 3h 2: 60 percent / LiAlH4 / benzene / 1) r.t., 2h 2) 60 deg C, 12h 3: 94 percent / NEt3 / CH2Cl2 / 0.5 h / 0 °C 4: 40 percent / CuI / diethyl ether / 1) 0 deg C, 4 h 2) r.t. 5: 95 percent / conc.HCl / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 7 p. 581 - 582
反应条件
1: 94 percent / NEt3 / CH2Cl2 / 0.5 h / 0 °C 2: 40 percent / CuI / diethyl ether / 1) 0 deg C, 4 h 2) r.t. 3: 95 percent / conc.HCl / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 7 p. 581 - 582
反应条件
1: 60 percent / LiAlH4 / benzene / 1) r.t., 2h 2) 60 deg C, 12h 2: 94 percent / NEt3 / CH2Cl2 / 0.5 h / 0 °C 3: 40 percent / CuI / diethyl ether / 1) 0 deg C, 4 h 2) r.t. 4: 95 percent / conc.HCl / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 7 p. 581 - 582
反应条件
1: 40 percent / CuI / diethyl ether / 1) 0 deg C, 4 h 2) r.t. 2: 95 percent / conc.HCl / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 7 p. 581 - 582
反应条件
1: 1) NaBH4 / BF3*Et2O 2) 30percent H2O2 / 10percent aq.NaOH / 1) THF, r.t., 4h 2) 1h 2: 60 percent / pyridinium chlorochromate / NaOAc / CH2Cl2 / 2 h / Ambient temperature 3: 1) NaH / 1) THF, below 20 deg C 2a) r.t., 6h 2b) 60 deg C, 3h 4: 60 percent / LiAlH4 / benzene / 1) r.t., 2h 2) 60 deg C, 12h 5: 94 percent / NEt3 / CH2Cl2 / 0.5 h / 0 °C 6: 40 percent / CuI / diethyl ether / 1) 0 deg C, 4 h 2) r.t. 7: 95 percent / conc.HCl / methanol / 4 h View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 7 p. 581 - 582
反应条件
1.1: magnesium / tetrahydrofuran 1.2: 9 h / 2 - 20 °C / Inert atmosphere 2.1: methanol; toluene-4-sulfonic acid / 24 h / 20 °C View Scheme
参考文献
Shakhmaev; Ishbaeva; Shayakhmetova
Russian Journal of General Chemistry, 2009 , vol. 79, # 6 p. 1171 - 1174
反应条件
1.1: bromine; triphenylphosphine / chloroform / 3 h / 20 °C / Inert atmosphere 2.1: magnesium / tetrahydrofuran 2.2: 9 h / 2 - 20 °C / Inert atmosphere 3.1: methanol; toluene-4-sulfonic acid / 24 h / 20 °C View Scheme
参考文献
Shakhmaev; Ishbaeva; Shayakhmetova
Russian Journal of General Chemistry, 2009 , vol. 79, # 6 p. 1171 - 1174
反应条件
1.1: lithium aluminium tetrahydride / diethyl ether / 3 h / 0 - 20 °C / Inert atmosphere 1.2: 0.5 h / 0 °C 2.1: bromine; triphenylphosphine / chloroform / 3 h / 20 °C / Inert atmosphere 3.1: magnesium / tetrahydrofuran 3.2: 9 h / 2 - 20 °C / Inert atmosphere 4.1: methanol; toluene-4-sulfonic acid / 24 h / 20 °C View Scheme
参考文献
Shakhmaev; Ishbaeva; Shayakhmetova
Russian Journal of General Chemistry, 2009 , vol. 79, # 6 p. 1171 - 1174
