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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
5-己炔-1-醇
合成路线
（共 151 条）
928-90-5
5-己炔-1-醇
→
反应条件
85924-40-9
反应条件
1.1: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 2.1: N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere; Molecular sieve 2.2: 5 h / 0 °C / Inert atmosphere; Molecular sieve 3.1: sodium tetrahydroborate; hydrogen; nickel diacetate; ethylenediamine / methanol / 20 °C / Inert atmosphere 4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 0 °C / Inert atmosphere 5.2: Inert atmosphere 6.1: chromium(VI) oxide; periodic acid / water; acetonitrile / 0 °C 7.1: methanol; diethyl ether / 0.33 h / 0 °C / Inert atmosphere View Scheme
参考文献
Nikas, Spyros P.; D'Souza, Marsha; Makriyannis, Alexandros
Tetrahedron, 2012 , vol. 68, # 31 p. 6329 - 6337
928-90-5
5-己炔-1-醇
→
反应条件
86486-03-5
反应条件
1: 98 percent / 1.) APTS, 2.) NaHCO3/H2O 2: 84 percent / 1.) nC4H9Li / tetrahydrofuran 3: 87 percent / PPTS / ethanol View Scheme
参考文献
Pornet, J.; Damour, D.; Miginiac, L.
Tetrahedron, 1986 , vol. 42, # 7 p. 2017 - 2024
928-90-5
5-己炔-1-醇
→
反应条件
86982-57-2
反应条件
1.1: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 2.1: N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere; Molecular sieve 2.2: 5 h / 0 °C / Inert atmosphere; Molecular sieve 3.1: sodium tetrahydroborate; hydrogen; nickel diacetate; ethylenediamine / methanol / 20 °C / Inert atmosphere 4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 0 °C / Inert atmosphere 5.2: Inert atmosphere 6.1: chromium(VI) oxide; periodic acid / water; acetonitrile / 0 °C View Scheme
参考文献
Nikas, Spyros P.; D'Souza, Marsha; Makriyannis, Alexandros
Tetrahedron, 2012 , vol. 68, # 31 p. 6329 - 6337
928-90-5
5-己炔-1-醇
→
反应条件
87280-36-2
反应条件
phosphorus tribromide in pyridine T=0°C; 1 h;
参考文献
Shi, L.; Narula, C. K.; Mak, K. T.; Kao, L.; Xu, Y.; Heck, R. F.
Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 3894 - 3900
928-90-5
5-己炔-1-醇
→
反应条件
88940-36-7
反应条件
1: 25.3 g / Et3N, bis(triphenylphosphine)palladiumdichloride / CH2Cl2 / 3 h / Heating 2: 84 percent / H2 / Pd-C / ethanol 3: 22.3 g / SOCl2 / CH2Cl2 / room temperature, 1 h -> reflux 1 h 4: 71 percent / KI / dimethylformamide / 1 h / Heating View Scheme
参考文献
Tilley, Jefferson W.; Burghardt, Barbara; Burghardt, Charles; Mowles, Thomas F.; Leinweber, Franz-Josef; et al.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 2 p. 466 - 472
928-90-5
5-己炔-1-醇
→
反应条件
88940-43-6
反应条件
1: 25.3 g / Et3N, bis(triphenylphosphine)palladiumdichloride / CH2Cl2 / 3 h / Heating 2: 84 percent / H2 / Pd-C / ethanol 3: 22.3 g / SOCl2 / CH2Cl2 / room temperature, 1 h -> reflux 1 h 4: 71 percent / KI / dimethylformamide / 1 h / Heating 5: 90 percent / hydrazine hydrate / ethanol / 3 h / Heating View Scheme
参考文献
Tilley, Jefferson W.; Burghardt, Barbara; Burghardt, Charles; Mowles, Thomas F.; Leinweber, Franz-Josef; et al.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 2 p. 466 - 472
928-90-5
5-己炔-1-醇
→
反应条件
88940-44-7
反应条件
1: Et3N, <(C6H5)3P>2PdCl2, cuprous iodide / CH2Cl2 / 2 h / Heating 2: H2 / 10percent Pd/C / propan-2-ol 3: 84 percent / SOCl2 / CHCl3 / 1 h / 60 °C 4: 84 percent / KI / dimethylformamide / Heating 5: 47 percent / BH3*THF / tetrahydrofuran / 18 h / Heating View Scheme
参考文献
Tilley, Jefferson W.; Levitan, Paul; Lind, Joan; Welton, Ann F.; Crowley, Herman J.; et al.
Journal of Medicinal Chemistry, 1987 , vol. 30, # 1 p. 185 - 193
4595-59-9
5-溴嘧啶
→
反应条件
88940-57-2
反应条件
copper monoiodide in dichloromethane; triethylamine
参考文献
Hoffmann-La Roche Inc.
Patent: US4551460 A1, 1985 ;
4595-59-9
5-溴嘧啶
+
928-90-5
5-己炔-1-醇
→
反应条件
88940-57-2
反应条件
bis-triphenylphosphine-palladium(II) chloride; triethylamine in dichloromethane 3 h; Heating;
参考文献
Tilley, Jefferson W.; Burghardt, Barbara; Burghardt, Charles; Mowles, Thomas F.; Leinweber, Franz-Josef; et al.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 2 p. 466 - 472
626-55-1
3-溴吡啶
+
928-90-5
5-己炔-1-醇
→
反应条件
88940-60-7
反应条件
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine in dichloromethane 2 h; Heating;
参考文献
Hoffmann-La Roche Inc.
Patent: US4551460 A1, 1985 ;
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