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: 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
4: 43 percent / N-bromosuccinimide, benzoyl peroxide / CCl4 / 2.5 h / Heating
5: 92 percent / silver perchlorate / H2O; acetone / 1 h
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
3: 43 percent / N-bromosuccinimide, benzoyl peroxide / CCl4 / 2.5 h / Heating
4: 92 percent / silver perchlorate / H2O; acetone / 1 h
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: HMPT / tetrahydrofuran
2: NaI / acetone
3: (i) LDA, (ii) /BRN= 1862195/, THF, (iii) aq. NaOAc, AcOH
4: SOCl2 / tetrahydrofuran
5: (i) KOtBu, tBuOH, (ii) aq. HBF4, MeCN, (iii) LiOH, trialkyl-methyl-ammonium chloride, benzene
View Scheme
参考文献
Kieczykowski,G.R. et al.
Journal of Organic Chemistry, 1977 , vol. 42, p. 175 - 176
反应条件
1: NaI / acetone
2: (i) LDA, (ii) /BRN= 1862195/, THF, (iii) aq. NaOAc, AcOH
3: SOCl2 / tetrahydrofuran
4: (i) KOtBu, tBuOH, (ii) aq. HBF4, MeCN, (iii) LiOH, trialkyl-methyl-ammonium chloride, benzene
View Scheme
参考文献
Kieczykowski,G.R. et al.
Journal of Organic Chemistry, 1977 , vol. 42, p. 175 - 176
反应条件
1: (i) LDA, (ii) /BRN= 1862195/, THF, (iii) aq. NaOAc, AcOH
2: SOCl2 / tetrahydrofuran
3: (i) KOtBu, tBuOH, (ii) aq. HBF4, MeCN, (iii) LiOH, trialkyl-methyl-ammonium chloride, benzene
View Scheme
参考文献
Kieczykowski,G.R. et al.
Journal of Organic Chemistry, 1977 , vol. 42, p. 175 - 176
反应条件
1: SOCl2 / tetrahydrofuran
2: (i) KOtBu, tBuOH, (ii) aq. HBF4, MeCN, (iii) LiOH, trialkyl-methyl-ammonium chloride, benzene
View Scheme
参考文献
Kieczykowski,G.R. et al.
Journal of Organic Chemistry, 1977 , vol. 42, p. 175 - 176
反应条件
PPA in water; acetone
84 h; Heating;
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
1: 78 percent / methanol; diethyl ether
2: 96 percent / silver acetate, glacialacetic acid, zinc powder (activated by HCl) / methanol / 24 h / 60 °C
3: 43 percent / N-bromosuccinimide, benzoyl peroxide / CCl4 / 2.5 h / Heating
4: 92 percent / silver perchlorate / H2O; acetone / 1 h
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: 96 percent / silver acetate, glacialacetic acid, zinc powder (activated by HCl) / methanol / 24 h / 60 °C
2: 43 percent / N-bromosuccinimide, benzoyl peroxide / CCl4 / 2.5 h / Heating
3: 92 percent / silver perchlorate / H2O; acetone / 1 h
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: 0.96 g / diethyl ether
2: 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
