3-羟基-5-羰基-1-环戊烯-1-庚酸甲酯合成路线 （共 61 条）
反应条件
1: Zn; NH4Cl / methanol
2: sodium tetrahydridoborate / ethanol / 0.17 h / 0 °C
View Scheme
参考文献
Akhmetvaleev; Baibulatova; Kuznetsov; Miftakhov
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 3 p. 432 - 433
反应条件
1: 1.) NaH / 1.) DME, 25 deg C, 2.) DME, reflux, 26 h
2: aq. H2SO4 / acetic acid / 20 h / Heating
3: p-toluenesulfonic acid / benzene / 7 h / Heating
4: 28.6 g / p-toluenesulfonic acid / benzene / Heating
5: Br2, CaCO3 / CHCl3; CCl4 / 0.5 h / 5 °C
6: 72 percent / LiBr2, Li2CO3 / dimethylformamide / 0.5 h / Heating
7: 100 percent / N-bromosuccinimide, 2,2-azadiisobutyronitrile / CCl4 / 5 h / Heating
8: 62 percent / H2O / dioxane / 2.5 h / Heating
View Scheme
参考文献
Holland; Ratemi; Contreras
Canadian Journal of Chemistry, 1994 , vol. 72, # 1 p. 1 - 5
反应条件
1: 28.6 g / p-toluenesulfonic acid / benzene / Heating
2: Br2, CaCO3 / CHCl3; CCl4 / 0.5 h / 5 °C
3: 72 percent / LiBr2, Li2CO3 / dimethylformamide / 0.5 h / Heating
4: 100 percent / N-bromosuccinimide, 2,2-azadiisobutyronitrile / CCl4 / 5 h / Heating
5: 62 percent / H2O / dioxane / 2.5 h / Heating
View Scheme
参考文献
Holland; Ratemi; Contreras
Canadian Journal of Chemistry, 1994 , vol. 72, # 1 p. 1 - 5
反应条件
1: p-toluenesulfonic acid / benzene / 7 h / Heating
2: 28.6 g / p-toluenesulfonic acid / benzene / Heating
3: Br2, CaCO3 / CHCl3; CCl4 / 0.5 h / 5 °C
4: 72 percent / LiBr2, Li2CO3 / dimethylformamide / 0.5 h / Heating
5: 100 percent / N-bromosuccinimide, 2,2-azadiisobutyronitrile / CCl4 / 5 h / Heating
6: 62 percent / H2O / dioxane / 2.5 h / Heating
View Scheme
参考文献
Holland; Ratemi; Contreras
Canadian Journal of Chemistry, 1994 , vol. 72, # 1 p. 1 - 5
反应条件
1: aq. H2SO4 / acetic acid / 20 h / Heating
2: p-toluenesulfonic acid / benzene / 7 h / Heating
3: 28.6 g / p-toluenesulfonic acid / benzene / Heating
4: Br2, CaCO3 / CHCl3; CCl4 / 0.5 h / 5 °C
5: 72 percent / LiBr2, Li2CO3 / dimethylformamide / 0.5 h / Heating
6: 100 percent / N-bromosuccinimide, 2,2-azadiisobutyronitrile / CCl4 / 5 h / Heating
7: 62 percent / H2O / dioxane / 2.5 h / Heating
View Scheme
参考文献
Holland; Ratemi; Contreras
Canadian Journal of Chemistry, 1994 , vol. 72, # 1 p. 1 - 5
反应条件
1: 1.) NaH / 1.) DME, 25 deg C, 2.) DME, reflux, 26 h
2: aq. H2SO4 / acetic acid / 20 h / Heating
3: p-toluenesulfonic acid / benzene / 7 h / Heating
4: 28.6 g / p-toluenesulfonic acid / benzene / Heating
5: Br2, CaCO3 / CHCl3; CCl4 / 0.5 h / 5 °C
6: 72 percent / LiBr2, Li2CO3 / dimethylformamide / 0.5 h / Heating
7: 100 percent / N-bromosuccinimide, 2,2-azadiisobutyronitrile / CCl4 / 5 h / Heating
8: 62 percent / H2O / dioxane / 2.5 h / Heating
View Scheme
参考文献
Holland; Ratemi; Contreras
Canadian Journal of Chemistry, 1994 , vol. 72, # 1 p. 1 - 5
反应条件
1: 72 percent / LiBr2, Li2CO3 / dimethylformamide / 0.5 h / Heating
2: 100 percent / N-bromosuccinimide, 2,2-azadiisobutyronitrile / CCl4 / 5 h / Heating
3: 62 percent / H2O / dioxane / 2.5 h / Heating
View Scheme
参考文献
Holland; Ratemi; Contreras
Canadian Journal of Chemistry, 1994 , vol. 72, # 1 p. 1 - 5
反应条件
1: Br2, CaCO3 / CHCl3; CCl4 / 0.5 h / 5 °C
2: 72 percent / LiBr2, Li2CO3 / dimethylformamide / 0.5 h / Heating
3: 100 percent / N-bromosuccinimide, 2,2-azadiisobutyronitrile / CCl4 / 5 h / Heating
4: 62 percent / H2O / dioxane / 2.5 h / Heating
View Scheme
参考文献
Holland; Ratemi; Contreras
Canadian Journal of Chemistry, 1994 , vol. 72, # 1 p. 1 - 5
反应条件
1: 35 percent / t-butyl chromate / CCl4 / 24 h / Heating
2: 3.25 g / aluminium isopropoxide / propan-2-ol / 6 h / Heating
3: 3.2 g / POCl3 / benzene / 2.5 h / Ambient temperature
4: 1.86 g / NaOH / methanol; H2O / 2 h / Heating
5: 1.6 g / Jones' reagent / acetone / 0.17 h / -10 °C
6: 0.96 g / diethyl ether
7: 0.28 g / AcOH-water-THF (60:25:15) / 8 h / Ambient temperature
View Scheme
参考文献
Thakur, S. B.; Jadhav, K. S.; Bhattacharyya, S. C.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1986 , vol. 25, p. 675 - 683
反应条件
1: 1.6 g / Jones' reagent / acetone / 0.17 h / -10 °C
2: 0.96 g / diethyl ether
3: 0.28 g / AcOH-water-THF (60:25:15) / 8 h / Ambient temperature
View Scheme
参考文献
Thakur, S. B.; Jadhav, K. S.; Bhattacharyya, S. C.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1986 , vol. 25, p. 675 - 683
