2-(4-戊炔氧基)四氢-2H-吡喃合成路线 （共 70 条）
反应条件
1: 1-(tetrahydropyran-2-yloxy)-4-pentyne With ethylmagnesium bromide in tetrahydrofuran
T=80°C; 2 h;
2: 4-penten-1-al in tetrahydrofuran
T=20°C;
参考文献
Quintal, Miriam M.; Closser, Kristina D.; Shea, Kevin M.
Organic Letters, 2004 , vol. 6, # 26 p. 4949 - 4952
反应条件
1.1: EtMgBr / tetrahydrofuran / 2 h / 80 °C
1.2: tetrahydrofuran / 20 °C
2.1: NaH / tetrahydrofuran / 20 °C
View Scheme
参考文献
Quintal, Miriam M.; Closser, Kristina D.; Shea, Kevin M.
Organic Letters, 2004 , vol. 6, # 26 p. 4949 - 4952
反应条件
1.1: EtMgBr / tetrahydrofuran / 2 h / 80 °C
1.2: tetrahydrofuran / 20 °C
2.1: NaH / tetrahydrofuran / 20 °C
3.1: pyridinium p-toluenesulfonate / ethanol / 55 - 60 °C
View Scheme
参考文献
Quintal, Miriam M.; Closser, Kristina D.; Shea, Kevin M.
Organic Letters, 2004 , vol. 6, # 26 p. 4949 - 4952
反应条件
1: 1.) C2H5MgBr, CuCN / 1.) THF, reflux, 30 min, 2.) THF, 25 deg C, 14 h
2: 96 percent / conc. H2SO4 / methanol / 16 h / 25 °C
View Scheme
参考文献
Elliott, William J.; Needleman, Philip; Sprecher, Howard
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5378 - 5379
反应条件
1: 1.) C2H5MgBr, CuCN / 1.) THF, reflux, 30 min, 2.) THF, 25 deg C, 14 h
2: 96 percent / conc. H2SO4 / methanol / 16 h / 25 °C
3: 79 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / 25 °C
View Scheme
参考文献
Elliott, William J.; Needleman, Philip; Sprecher, Howard
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5378 - 5379
反应条件
1: 1.) C2H5MgBr, CuCN / 1.) THF, reflux, 30 min, 2.) THF, 25 deg C, 14 h
2: 96 percent / conc. H2SO4 / methanol / 16 h / 25 °C
3: 79 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / 25 °C
4: 98 percent / diethyl ether; tetrahydrofuran / 30 h / Heating
View Scheme
参考文献
Elliott, William J.; Needleman, Philip; Sprecher, Howard
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5378 - 5379
反应条件
1: 1.) C2H5MgBr, CuCN / 1.) THF, reflux, 30 min, 2.) THF, 25 deg C, 14 h
2: 96 percent / conc. H2SO4 / methanol / 16 h / 25 °C
3: 79 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / 25 °C
4: 98 percent / diethyl ether; tetrahydrofuran / 30 h / Heating
5: 91 percent / propionic acid / 1 h / 138 °C
View Scheme
参考文献
Elliott, William J.; Needleman, Philip; Sprecher, Howard
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5378 - 5379
反应条件
1: 1.) C2H5MgBr, CuCN / 1.) THF, reflux, 30 min, 2.) THF, 25 deg C, 14 h
2: 96 percent / conc. H2SO4 / methanol / 16 h / 25 °C
3: 79 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / 25 °C
4: 98 percent / diethyl ether; tetrahydrofuran / 30 h / Heating
5: 91 percent / propionic acid / 1 h / 138 °C
6: 92 percent / LiAlH4 / diethyl ether / 1 h / Heating
View Scheme
参考文献
Elliott, William J.; Needleman, Philip; Sprecher, Howard
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5378 - 5379
反应条件
n-butyllithium
1) hexane, THF, -15 deg C, 1 h, 2) HMPA, a) -15 deg C, 1 h, b) room temp., 17 h; Yield given. Multistep reaction;
参考文献
Mori, Kenji; Kinsho, Takeshi
Liebigs Annalen der Chemie, 1991 , # 12 p. 1309 - 1316
反应条件
1: 1) n-BuLi / 1) hexane, THF, -15 deg C, 1 h, 2) HMPA, a) -15 deg C, 1 h, b) room temp., 17 h
2: p-TsOH * H2O / methanol / 18 h / Ambient temperature
View Scheme
参考文献
Mori, Kenji; Kinsho, Takeshi
Liebigs Annalen der Chemie, 1991 , # 12 p. 1309 - 1316
