2,3-二甲基-5-亚甲基-2-环戊烯-1-酮合成路线 （共 64 条）
反应条件
1: 50 percent / Na2Cr2O7*2H2O, conc. H2SO4, H2O / diethyl ether / 2 h
2: 75 percent / 2percent NaOH / ethanol
3: 80 percent / K2CO3 / ethanol
View Scheme
参考文献
Balczewski, Piotr
Tetrahedron, 1997 , vol. 53, # 6 p. 2199 - 2212
反应条件
1: diethyl ether / 2 h / Heating
2: 33 percent / conc. aq. HCl / ethanol / 4 h / Heating
3: methanol / 20 h / Ambient temperature
4: 5percent aq, NaHCO3 / CH2Cl2 / 2 h / Ambient temperature
View Scheme
参考文献
Tonari Machiya Ichimoto; Ueda
Agricultural and Biological Chemistry, 1981 , vol. 45, # 1 p. 295 - 300
反应条件
1: 81.5 percent / benzene / 3 h / Heating
2: diethyl ether / 2 h / Heating
3: 33 percent / conc. aq. HCl / ethanol / 4 h / Heating
4: methanol / 20 h / Ambient temperature
5: 5percent aq, NaHCO3 / CH2Cl2 / 2 h / Ambient temperature
View Scheme
参考文献
Tonari Machiya Ichimoto; Ueda
Agricultural and Biological Chemistry, 1981 , vol. 45, # 1 p. 295 - 300
反应条件
1: 1.) NaOH / 1.) EtOH, room temperature, 48 h, 2.) CHCl3, reflux, 4 h
2: EtONa / ethanol / 1.) -10 deg C, 1 h, 2.) -10 deg C -> room temperature, 24 h
3: 38 percent / NaH, CH2O gas / tetrahydrofuran / 0.08 h / -10 °C
View Scheme
参考文献
Newton, Roger F.; Reynolds, Derek P.
Synthetic Communications, 1981 , vol. 11, # 7 p. 527 - 532
反应条件
1: 88 percent / LiAlH4
2: 61 percent / Swern's reagent
3: 97 percent
4: 49 percent / MnO2
5: 56 percent / vitamin E / various solvent(s) / 12 h / 200 °C / or photolysis in presence of 4-t-butylcatechol; other enynones
View Scheme
参考文献
Jacobi, Peter A.; Cann, Reginald O.; Skibbie, David F.
Tetrahedron Letters, 1992 , vol. 33, # 17 p. 2265 - 2268
反应条件
1: 61 percent / Swern's reagent
2: 97 percent
3: 49 percent / MnO2
4: 56 percent / vitamin E / various solvent(s) / 12 h / 200 °C / or photolysis in presence of 4-t-butylcatechol; other enynones
View Scheme
参考文献
Jacobi, Peter A.; Cann, Reginald O.; Skibbie, David F.
Tetrahedron Letters, 1992 , vol. 33, # 17 p. 2265 - 2268
反应条件
1: 1.) n-butyllithium / 1.) THF, 0-5 deg C, 30 min., 2.) -20 deg C, 1 h then room temp., 1.5 h
2: 90 percent / 70percent aq. HClO4 / diethyl ether / 1.) 0 deg C, 30 min. then room temp., 15 min.
3: 76 percent / NaOH / ethanol / 5 h / Ambient temperature
4: 1.) NaIO4, 2.) NaHCO3 / 1.) acetone, H2O, room temp., 24 h, 2.) hexane, ether, reflux, 4 h
View Scheme
参考文献
Mikolajzyk; Balczewski
Synthesis, 1984 , vol. NO. 8, p. 691 - 694
反应条件
1: 76 percent / NaOH / ethanol / 5 h / Ambient temperature
2: 1.) NaIO4, 2.) NaHCO3 / 1.) acetone, H2O, room temp., 24 h, 2.) hexane, ether, reflux, 4 h
View Scheme
参考文献
Mikolajzyk; Balczewski
Synthesis, 1984 , vol. NO. 8, p. 691 - 694
反应条件
1: 79 percent / K2CO3 / ethanol / 3 h / Ambient temperature
2: 1.) n-butyllithium / 1.) THF, 0-5 deg C, 30 min., 2.) -20 deg C, 1 h then room temp., 1.5 h
3: 90 percent / 70percent aq. HClO4 / diethyl ether / 1.) 0 deg C, 30 min. then room temp., 15 min.
4: 76 percent / NaOH / ethanol / 5 h / Ambient temperature
5: 1.) NaIO4, 2.) NaHCO3 / 1.) acetone, H2O, room temp., 24 h, 2.) hexane, ether, reflux, 4 h
View Scheme
参考文献
Mikolajzyk; Balczewski
Synthesis, 1984 , vol. NO. 8, p. 691 - 694
反应条件
1: 90 percent / 70percent aq. HClO4 / diethyl ether / 1.) 0 deg C, 30 min. then room temp., 15 min.
2: 76 percent / NaOH / ethanol / 5 h / Ambient temperature
3: 1.) NaIO4, 2.) NaHCO3 / 1.) acetone, H2O, room temp., 24 h, 2.) hexane, ether, reflux, 4 h
View Scheme
参考文献
Mikolajzyk; Balczewski
Synthesis, 1984 , vol. NO. 8, p. 691 - 694
