甲基7-(5-氧代-1-环戊烯-1-基)庚酸酯合成路线 （共 105 条）
反应条件
1: 84.1 percent / pyridine; ethanol / 22 h / Ambient temperature
2: 85.9 percent / 25percent (i-Bu)2AlH / benzene; hexane / 1.5 h / 0 - 5 °C / 1) 0-5 deg C, 1.5h, 2) 15 min
3: 86.2 percent / triethylamine / CH2Cl2 / 0.5 h / cooling
4: 1) 57percent NaH / 1) 1h, DME; 2) DME, 16h, reflux
5: KOH / methanol; H2O / 18 h / Heating
6: various solvent(s) / Heating
7: 2N HCl / acetone / 5 h / Heating
8: 80.6 percent / p-toluenesulfonic acid / 5 h / Heating
View Scheme
参考文献
Bernady; Poletto; Nocera; et al.
Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4702 - 4715
反应条件
2: 85 percent / pyridine; ethanol / 22 h / Ambient temperature
3: 80 percent / KOH / methanol; H2O / 18 h / Heating
4: 86.2 percent / triethylamine / CH2Cl2 / 0.5 h / cooling
5: 1) 57percent NaH / 1) 1h, DME; 2) DME, 16h, reflux
6: KOH / methanol; H2O / 18 h / Heating
7: various solvent(s) / Heating
8: 2N HCl / acetone / 5 h / Heating
9: 80.6 percent / p-toluenesulfonic acid / 5 h / Heating
View Scheme
参考文献
Bernady; Poletto; Nocera; et al.
Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4702 - 4715
反应条件
1: 1) CaCO3, Br2, 2) Li2CO3, / 1) CCl4, water, 0-5 deg C, 30 min, 2) DMF, 30 min, reflux
2: 95.8 percent / pyridine; ethanol / 22 h / Ambient temperature
3: 2N HCl / acetone / 5 h / Heating
4: 80.6 percent / p-toluenesulfonic acid / 5 h / Heating
View Scheme
参考文献
Bernady; Poletto; Nocera; et al.
Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4702 - 4715
反应条件
1: 56 percent
2: p-toluenesulfonic acid / Heating
3: 1) CaCO3, Br2, 2) Li2CO3, / 1) CCl4, water, 0-5 deg C, 30 min, 2) DMF, 30 min, reflux
4: 95.8 percent / pyridine; ethanol / 22 h / Ambient temperature
5: 2N HCl / acetone / 5 h / Heating
6: 80.6 percent / p-toluenesulfonic acid / 5 h / Heating
View Scheme
参考文献
Bernady; Poletto; Nocera; et al.
Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4702 - 4715
反应条件
1: 52.5 g / 5percent methanolic HCl / 48 h / Ambient temperature
2: 38 g / NaIO4 / ethanol; H2O / 1 h / 35 °C
3: 101 g / pyridine / 1.) RT, 24 h, 2.) reflux, 4 h
4: 40 g / 10percent aq. NaOH / 4 h / Heating
5: 55 percent / 60percent H2SO4 / 2.5 h / 130 °C
6: 70 percent / polyphosphoric acid / 2.5 h / 100 °C
7: 22.5 g / 15percent methanolic HCl / 30 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: 55 percent / 60percent H2SO4 / 2.5 h / 130 °C
2: 70 percent / polyphosphoric acid / 2.5 h / 100 °C
3: 22.5 g / 15percent methanolic HCl / 30 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: 40 g / 10percent aq. NaOH / 4 h / Heating
2: 55 percent / 60percent H2SO4 / 2.5 h / 130 °C
3: 70 percent / polyphosphoric acid / 2.5 h / 100 °C
4: 22.5 g / 15percent methanolic HCl / 30 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: 80 percent / p-TsOH, Et3O / dimethylformamide / Heating
2: 1.) aluminium trichloride; 2.) chlorotrimethylsilane / 1.) 1,2-dichloroethane, room temp., 1.5 h; 2.) 1,2-dichloroethane, room temp., 24 h, 80 deg C 28 h
3: triphenylphosphine, bromine, triethylamine / 1.) benzene, room temp., 17 h; 2.) benzene, 15 min
4: 96 percent / silver acetate, glacialacetic acid, zinc powder (activated by HCl) / methanol / 24 h / 60 °C
View Scheme
参考文献
Naora, Hirokazu; Ohnuki, Takashi; Nakamura, Asao
Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 7 p. 2401 - 2404
反应条件
1: 1.) aluminium trichloride; 2.) chlorotrimethylsilane / 1.) 1,2-dichloroethane, room temp., 1.5 h; 2.) 1,2-dichloroethane, room temp., 24 h, 80 deg C 28 h
2: triphenylphosphine, bromine, triethylamine / 1.) benzene, room temp., 17 h; 2.) benzene, 15 min
3: 96 percent / silver acetate, glacialacetic acid, zinc powder (activated by HCl) / methanol / 24 h / 60 °C
View Scheme
参考文献
Naora, Hirokazu; Ohnuki, Takashi; Nakamura, Asao
Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 7 p. 2401 - 2404
反应条件
1: triphenylphosphine, bromine, triethylamine / 1.) benzene, room temp., 17 h; 2.) benzene, 15 min
2: 96 percent / silver acetate, glacialacetic acid, zinc powder (activated by HCl) / methanol / 24 h / 60 °C
View Scheme
参考文献
Naora, Hirokazu; Ohnuki, Takashi; Nakamura, Asao
Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 7 p. 2401 - 2404
