顺,顺-1,5-环辛二烯合成路线 （共 287 条）
反应条件
1: 43 percent / copper / cyclohexane / 2 h / 110 °C
2: 98 percent / 10percent aq. sodium hydroxide / ethanol; H2O / 3 h / Heating
3: 93 percent / thionyl chloride / 3 h
View Scheme
参考文献
Avramoff
European Journal of Medicinal Chemistry, 1981 , vol. 16, # 3 p. 199 - 206
反应条件
in pentane
4 h; Irradiation; Further byproducts given;
参考文献
Manning, T. D. R.; Kropp, Paul J.
Journal of the American Chemical Society, 1981 , vol. 103, # 4 p. 889 - 897
反应条件
1: 1) O3, 2) Ac2O-AcONa / 1) C6H12-AcOH, 5 deg C
2: 1) DMSO-C6H6, 20 deg C, 20 min, 2) hydrolysis
View Scheme
参考文献
Tolstikov, G. A.; Odinokov, V. N.; Miftakhov, M. S.; Galeeva, R. I.; Valeev, F. A.; et al.
Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, p. 627 - 632
Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 4 p. 721 - 727
反应条件
1: 1.) O3, 2.) acetic anhydride, sodium acetate, 3.) H2O; / 1.) cyclohexane, glacial acetic acid, 2.) glacial acetic acid, 3.) boiling;
2: 85 percent / diethyl ether / 0.03 h
View Scheme
参考文献
Tolstikov, G. A.; Odinokov, V. N.; Miftakhov, M. S.; Galeeva, R. I.; Valeev, F. A.; et al.
Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, p. 627 - 632
Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 4 p. 721 - 727
反应条件
acetic anhydride; sodium hydrogencarbonate; ozone; triethylamine
1) CH2Cl2, -40 deg C, 8 h, 2a) CH2Cl2, -20 deg C, 2b) 25 deg C, overnight; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Dygos; Adamek; Babiak; Behling; Medich; Ng; Wieczorek
Journal of Organic Chemistry, 1991 , vol. 56, # 7 p. 2549 - 2552
反应条件
acetic anhydride; sodium hydrogencarbonate; ozone; triethylamine
1.) CH2Cl2; Yield given. Multistep reaction;
参考文献
Kling, Marcel R.; McNaughton-Smith, Grant A.; Taylor, Richard J. K.
Journal of the Chemical Society, Chemical Communications, 1993 , # 21 p. 1593 - 1595
反应条件
1: 1.) O3, 2.) acetic anhydride, sodium acetate, 3.) H2O; / 1.) cyclohexane, glacial acetic acid, 2.) glacial acetic acid, 3.) boiling;
2: 85 percent / diethyl ether / 0.03 h
3: 2.) dilute aq. HCl; / 1.) benzene, boiling, 10 h, 2.) 40 deg C, 15 min; 3.) room temperature, 2 h;
4: 90 percent / conc. HCl / 5 h / 90 °C
View Scheme
参考文献
Tolstikov, G. A.; Miftakhov, M. S.; Sidorov, N. N.; Valeev, F. A.; Odinokov, V. N.
Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, p. 499 - 503
Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 3 p. 572 - 577
反应条件
1: 1.) O3, 2.) acetic anhydride, sodium acetate, 3.) H2O; / 1.) cyclohexane, glacial acetic acid, 2.) glacial acetic acid, 3.) boiling;
2: 85 percent / diethyl ether / 0.03 h
3: 2.) dilute aq. HCl; / 1.) benzene, boiling, 10 h, 2.) 40 deg C, 15 min; 3.) room temperature, 2 h;
4: conc. HCl / Heating
View Scheme
参考文献
Tolstikov, G. A.; Miftakhov, M. S.; Sidorov, N. N.; Valeev, F. A.; Odinokov, V. N.
Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, p. 499 - 503
Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 3 p. 572 - 577
反应条件
1: 1.) O3, 2.) acetic anhydride, sodium acetate, 3.) H2O; / 1.) cyclohexane, glacial acetic acid, 2.) glacial acetic acid, 3.) boiling;
2: 85 percent / diethyl ether / 0.03 h
3: 85 percent / tetrahydrofuran / 0.5 h / 0 °C
4: 85 percent / pyridinium chlorochromate / CH2Cl2 / 1.5 h / Ambient temperature
5: CH3ONa / methanol / 0.33 h / 30 - 35 °C
6: 1.) CH3ONa, 2.) H2SO4; / methanol / -5 °C
7: conc. HCl / propan-2-ol; CHCl3 / 1 h / Ambient temperature
8: 1percent aq. NaOH / ethanol / 0.25 h / 75 - 80 °C
9: conc. H2SO4 / benzene / 12 h / Heating
View Scheme
参考文献
Tolstikov, G. A.; Miftakhov, M. S.; Sidorov, N. N.; Valeev, F. A.; Odinokov, V. N.
Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, p. 499 - 503
Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 3 p. 572 - 577
反应条件
1: O3
2: TsOH / 10 h / Ambient temperature
3: 98 percent / (i-Bu)2AlH / toluene; tetrahydrofuran / -10 °C
4: pyridine / 15 h / -10 °C
View Scheme
参考文献
Mena, Philippe L.; Pilet, Olivier; Djerassi, Carl
Journal of Organic Chemistry, 1984 , vol. 49, # 18 p. 3260 - 3264
