(2Z)-2-辛烯-1-醇合成路线 (共 45 条)
反应条件
sodium tetrahydroborate; ethylmagnesium bromide; nickel diacetate; phosphorus tribromide; ethylenediamine
1.) Et2O, 2.) THF, 3.) EtOH; Yield given. Multistep reaction;
参考文献
Yadav; Bhanu; Dutta, Dinah
Tetrahedron, 1998 , vol. 54, # 15 p. 3929 - 3934
反应条件
1: 66 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / low temperature
2: 1) NaH / 1) THF, oil, 2a) room temperature, 3 h, b) 50 deg C, 3 h
3: 70 percent / KOH / methanol / 10 h / Ambient temperature
4: 56 percent / triethylamine, POCl3 / CH2Cl2 / 1) 0 deg C, 2 h, 2) room temperature, 1 h
View Scheme
参考文献
Bari; Sattar; Vig; Kumar; Vasisht
Journal of the Indian Chemical Society, 1990 , vol. 67, # 12 p. 995 - 996
反应条件
boron trifluoride diethyl etherate; sodium iodide in acetonitrile
T=0°C;
参考文献
Singh; Kaur; Nayyar; Bhandari; Kad
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001 , vol. 40, # 5 p. 386 - 390
反应条件
1: 95 percent / PPh3, Br2 / 3 h / Ambient temperature
2: 1.) t-BuLi / 1.) THF, 2.) THF, -50 deg C, 1 h
3: bipyridinium chlorochromate / CH2Cl2 / 2.5 h / Ambient temperature
4: I2 / diethyl ether / 4 h / Ambient temperature
5: NaBH4 / methanol / 0.25 h / 0 °C
View Scheme
参考文献
Gunn, Bruce P.; Brooks, Dee W.
Journal of Organic Chemistry, 1985 , vol. 50, # 22 p. 4417 - 4418
反应条件
trichloroacetonitrile; triphenylphosphine in acetonitrile
T=-10 - -5°C; 3 h;
参考文献
Matveeva, E. D.; Erin, A. S.; Mitroshin, D. B.; Kurts, A. L.
Russian Journal of Organic Chemistry, 1995 , vol. 31, # 8 p. 1019 - 1022
Zhurnal Organicheskoi Khimii, 1995 , vol. 31, # 8 p. 1121 - 1123
参考文献
Smets
Mem.Acad.Belg.8gradChem.Abstr., 1947 , vol. 21, p. 20,23,69,70
Mem.Acad.Belg.8gradChem.Abstr., 1950 , p. 8316
参考文献
Smets
Mem.Acad.Belg.8gradChem.Abstr., 1947 , vol. 21, # 1 p. 20,23,69,70
Mem.Acad.Belg.8gradChem.Abstr., 1950 , p. 8315
参考文献
Smets
Mem.Acad.Belg.8gradChem.Abstr., 1947 , vol. 21, # 1 p. 20,23,69,70
Mem.Acad.Belg.8gradChem.Abstr., 1950 , p. 8315
反应条件
1: PBr3, pyridine / diethyl ether
2: 1a.) ethylmagnesium bromide, 1b.) cuprous chloride / 1a.) THF, reflux, 6 h, 1b.) 0 deg C, 15 min, 3.) reflux, 9 h
3: 66 percent / p-TsOH / methanol / 4 h / Heating
4: 92 percent / H2, quinoline / Lindlar's catalyst / hexane / Ambient temperature
5: 81 percent / triethylamine / CH2Cl2 / 0.5 h / -5 °C
6: 1.) Mg, iodine, 2.) HMPA / 1.) THF, 40-50 deg C, 1.5 h, 2.) 0-10 deg C, 30 min, 3.) RT, overnight
View Scheme
参考文献
Vig, O. P.; Sharma, M. L.; Kumari, Sarla; Rani, Veena
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 769 - 770
反应条件
1: 85 percent / PBr3, pyridine / diethyl ether / 12 h / Ambient temperature
2: 1.) LiNH2, liquid NH3 / 1.) THF, 2 h, 2.) 20 min
3: 90 percent / Na, liquid NH3 / tetrahydrofuran / 1 h
4: 90 percent / pyridine / 12 h / Ambient temperature
View Scheme
参考文献
Yadav, J. S.; Reddy, P. Satyanarayana
Synthetic Communications, 1986 , vol. 16, # 9 p. 1119 - 1132