(Z)-5-癸烯-1-醇乙酸酯合成路线 (共 44 条)
反应条件
1: 1.) sodiobis(trimethylsilyl)amide / 1.) THF, 50-55 deg C, 60 min, 2.) -78 deg C, 30 min; 20 deg C, 12 h 2: 60 percent / HCl / H2O; acetone / 0.5 h / 20 °C 3: 85 percent / LiAlH4 / diethyl ether / 5 h / 20 °C 4: 85 percent / pyridine / benzene / 0.67 h / 20 °C View Scheme
参考文献
Doklady Chemistry, , vol. 297, # 12 p. 544 - 548
Dokl. Akad. Nauk SSSR Ser. Khim., , vol. 297, # 6 p. 1381 - 1386
反应条件
1: 60 percent / HCl / H2O; acetone / 0.5 h / 20 °C 2: 85 percent / LiAlH4 / diethyl ether / 5 h / 20 °C 3: 85 percent / pyridine / benzene / 0.67 h / 20 °C View Scheme
参考文献
Doklady Chemistry, , vol. 297, # 12 p. 544 - 548
Dokl. Akad. Nauk SSSR Ser. Khim., , vol. 297, # 6 p. 1381 - 1386
反应条件
1: H2 / Ni-P2 2: pyridine View Scheme
参考文献
Chemistry of Natural Compounds, , vol. 24, # 1 p. 130 - 131
Khimiya Prirodnykh Soedinenii, , vol. 24, # 1 p. 143 - 145
反应条件
1: 95 percent / (iso-C4H9)2AlH / diethyl ether; toluene / 17 h / 0 - 20 °C 2: 97 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Chemistry of Natural Compounds, , vol. 27, # 4 p. 497 - 499
Khimiya Prirodnykh Soedinenii, , # 4 p. 568 - 571
反应条件
1.1: 94 percent / pyridinium chlorochromate / CHCl3 / 4 h 2.1: NaH / dimethylsulfoxide; tetrahydrofuran / 10 - 25 °C 2.2: 65 percent / tetrahydrofuran; dimethylsulfoxide / 24 h View Scheme
参考文献
Synthetic Communications, , vol. 33, # 10 p. 1809 - 1814
反应条件
1: lithium aluminum hydride / diethyl ether / 4 h / 0 °C 2: 91 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 26, # 1.1 p. 46 - 49
Zhurnal Organicheskoi Khimii, , vol. 26, # 1 p. 57 - 61
反应条件
1: 82 percent / NaOAc / dimethylformamide / 10 h / Heating 2: 81 percent / H2; Ni; ethylenediamine / ethanol / 20 °C View Scheme
参考文献
Russian Journal of Applied Chemistry, , vol. 77, # 12 p. 2036 - 2037
反应条件
1: 70 percent / Na; NH3 / diethyl ether / 3 h / Heating 2: 82 percent / NaOAc / dimethylformamide / 10 h / Heating 3: 81 percent / H2; Ni; ethylenediamine / ethanol / 20 °C View Scheme
参考文献
Russian Journal of Applied Chemistry, , vol. 77, # 12 p. 2036 - 2037
反应条件
1: 93 percent / pyridine / 1) -5 deg C, 0.5 h, 2) 0 deg C, 6 h 2: 85 percent / LiBr / acetone / 6 h / Heating 3: 1) Li / 1) (C2H5)2O, -10 deg C, 2 h, 0-5 deg C, 1 h, 2) room temperature, 14 h 4: 1) 9-borabicyclo<3.3.1>nonane, 2) CH3CO2H / 1) THF, 0 deg C, 24 h, 2) reflux, 9 h 5: pyridine / Ambient temperature View Scheme
参考文献
Chemistry of Natural Compounds, , vol. 21, # 3 p. 369 - 371
Khimiya Prirodnykh Soedinenii, , vol. 21, # 3 p. 395 - 398
反应条件
1: 65 percent / Fe acetonylacetonate / diethyl ether; liquid ammonia / from -30 to 20 deg C, 15 h 2: 93 percent / pyridine / 1) -5 deg C, 0.5 h, 2) 0 deg C, 6 h 3: 85 percent / LiBr / acetone / 6 h / Heating 4: 1) Li / 1) (C2H5)2O, -10 deg C, 2 h, 0-5 deg C, 1 h, 2) room temperature, 14 h 5: 1) 9-borabicyclo<3.3.1>nonane, 2) CH3CO2H / 1) THF, 0 deg C, 24 h, 2) reflux, 9 h 6: pyridine / Ambient temperature View Scheme
参考文献
Chemistry of Natural Compounds, , vol. 21, # 3 p. 369 - 371
Khimiya Prirodnykh Soedinenii, , vol. 21, # 3 p. 395 - 398