(9Z)-9-十六碳烯-1-醇合成路线 （共 46 条）
反应条件
pyridinium chlorochromate in dichloromethane T=20°C; 2 h;
参考文献
Odinolov, V. N.; Dzhemilev, U. M.; Ishmuratov, G. Yu.; Botsman, L. P.; Vostrikova, O. S.; et al.
Chemistry of Natural Compounds, 1987 , vol. 23, p. 242 - 244
Khimiya Prirodnykh Soedinenii, 1987 , # 2 p. 286 - 289
反应条件
lithium aluminium tetrahydride in diethyl ether
T=20°C; 24 h;
参考文献
Hoarau, Christophe; Pettus, Thomas R. R.
Organic Letters, 2006 , vol. 8, # 13 p. 2843 - 2846
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
T=-10 - 20°C; 5 h;
参考文献
Narasimhan, S.; Mohan, H.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 11 p. 950 - 953
反应条件
lithium aluminium tetrahydride in diethyl ether
T=20°C; 5 h;
参考文献
Dzhumakulov, T.; Kadyrova, M. M.
Chemistry of Natural Compounds, 1992 , vol. 28, # 2 p. 240 - 241
Khimiya Prirodnykh Soedinenii, 1992 , # 2 p. 276 - 277
反应条件
hydrogen; ethylendiamine poisoned P-2 Ni in ethanol
参考文献
Chattopadhyay, S.; Mamdapur, V. R.; Chadha, M. S.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 3 p. 236 - 237
参考文献
Mithran, S.; Mamdapur, V. R.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 1-11 p. 755 - 756
反应条件
1: 96 percent / triphenylphosphine, Br2 / CCl4 / 16 h / Ambient temperature
2: 1.) cuprous iodide, 2,2' bipyridyl / 1.) THF, 2 deg C, 10 min, 2.) THF, a) 2 deg C, 2 h, b) RT, 15 h
3: p-toluenesulfonic acid / methanol; H2O / 15 h / 20 °C
View Scheme
参考文献
Odinokov, V. N.; Galeeva, R. I.; Ishmuratov, G. Yu.; Kargapol'tseva, T. A.; Sokol'skaya, O. V.; et al.
Journal of Organic Chemistry USSR (English Translation), 1990 , vol. 26, # 11 p. 1986 - 1989
Zhurnal Organicheskoi Khimii, 1990 , vol. 26, # 11 p. 2299 - 2303
反应条件
1: 1.) cuprous iodide, 2,2' bipyridyl / 1.) THF, 2 deg C, 10 min, 2.) THF, a) 2 deg C, 2 h, b) RT, 15 h
2: p-toluenesulfonic acid / methanol; H2O / 15 h / 20 °C
View Scheme
参考文献
Odinokov, V. N.; Galeeva, R. I.; Ishmuratov, G. Yu.; Kargapol'tseva, T. A.; Sokol'skaya, O. V.; et al.
Journal of Organic Chemistry USSR (English Translation), 1990 , vol. 26, # 11 p. 1986 - 1989
Zhurnal Organicheskoi Khimii, 1990 , vol. 26, # 11 p. 2299 - 2303
反应条件
1: KOH, PEG 400 / 0.5 h / 150 - 200 °C
2: p-TSA / 12 h / Ambient temperature
3: 96 percent / H2, quinoline / 5percent Pd/BaSO4 / hexane / Ambient temperature
4: 84 percent / O3 / CH2Cl2 / -78 °C
5: 1.) NaNH2 / 1.) THF, RT, 1 h, 2.) THF, from -10 deg C to RT
6: 96 percent / LAH / tetrahydrofuran / 5 h / -10 - 20 °C
View Scheme
参考文献
Narasimhan, S.; Mohan, H.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 11 p. 950 - 953
反应条件
1: 97 percent / Br2 / CCl4 / 1.5 h
2: KOH, PEG 400 / 0.5 h / 150 - 200 °C
3: p-TSA / 12 h / Ambient temperature
4: 96 percent / H2, quinoline / 5percent Pd/BaSO4 / hexane / Ambient temperature
5: 84 percent / O3 / CH2Cl2 / -78 °C
6: 1.) NaNH2 / 1.) THF, RT, 1 h, 2.) THF, from -10 deg C to RT
7: 96 percent / LAH / tetrahydrofuran / 5 h / -10 - 20 °C
View Scheme
参考文献
Narasimhan, S.; Mohan, H.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 11 p. 950 - 953
