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: 3.25 g / aluminium isopropoxide / propan-2-ol / 6 h / Heating
2: 3.2 g / POCl3 / benzene / 2.5 h / Ambient temperature
3: 1.86 g / NaOH / methanol; H2O / 2 h / Heating
4: 1.6 g / Jones' reagent / acetone / 0.17 h / -10 °C
5: 0.96 g / diethyl ether
6: 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: 3.2 g / POCl3 / benzene / 2.5 h / Ambient temperature
2: 1.86 g / NaOH / methanol; H2O / 2 h / Heating
3: 1.6 g / Jones' reagent / acetone / 0.17 h / -10 °C
4: 0.96 g / diethyl ether
5: 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: 1.86 g / NaOH / methanol; H2O / 2 h / Heating
2: 1.6 g / Jones' reagent / acetone / 0.17 h / -10 °C
3: 0.96 g / diethyl ether
4: 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: 100 percent / Jones reagent / acetone / 3.5 h / -20 °C
2: diethyl ether / 1 h
3: 81 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature
View Scheme
参考文献
Gill, Melvyn; Rickards, Rodney W.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 599 - 606
反应条件
1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 0 °C
2: 100 percent / Jones reagent / acetone / 3.5 h / -20 °C
3: diethyl ether / 1 h
4: 81 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature
View Scheme
参考文献
Gill, Melvyn; Rickards, Rodney W.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 599 - 606
反应条件
1: 79 percent / toluene-p-sulphonic acid / CH2Cl2 / 3 h / 0 °C
2: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 0 °C
3: 100 percent / Jones reagent / acetone / 3.5 h / -20 °C
4: diethyl ether / 1 h
5: 81 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature
View Scheme
参考文献
Gill, Melvyn; Rickards, Rodney W.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 599 - 606
反应条件
1: 87 percent / lithium tri-s-butylborohydride / tetrahydrofuran / 3 h / -78 °C
2: 79 percent / toluene-p-sulphonic acid / CH2Cl2 / 3 h / 0 °C
3: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 0 °C
4: 100 percent / Jones reagent / acetone / 3.5 h / -20 °C
5: diethyl ether / 1 h
6: 81 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature
View Scheme
参考文献
Gill, Melvyn; Rickards, Rodney W.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 599 - 606
反应条件
PPA; basic Woelm alumina (activity III)
1.) acetone ,water, reflux, 84 h, 2.) benzene, ether, 16 h; Yield given. Multistep reaction;
参考文献
Wenkert, Ernest; Greenberg, Richard S.; Raju, Muppala S.
Journal of Organic Chemistry, 1985 , vol. 50, # 24 p. 4681 - 4685
反应条件
(i) KOtBu, tBuOH, (ii) aq. HBF4, MeCN, (iii) LiOH, trialkyl-methyl-ammonium chloride, benzene; Multistep reaction;
参考文献
Kieczykowski,G.R. et al.
Journal of Organic Chemistry, 1977 , vol. 42, p. 175 - 176
反应条件
jones' reagent in acetone
T=3 - 7°C; 0.5 h;
参考文献
Lola, Daina; Belakovs, Sergejs; Gavars, Maris; Turovskis, Ivars; Kemme, Andrejs
Tetrahedron, 1998 , vol. 54, # 8 p. 1589 - 1600
