5-丙基-1,3-苯二酚合成路线 (共 33 条)
反应条件
1: With magnesium sulfate in dichloromethane T=20°C; 0.166667 h; 2: With boron trifluoride diethyl etherate in dichloromethane T=3 - 12°C;
参考文献
MALLINCKRODT INC.
Patent: WO2009/99868 A1, 2009 ;
Location in patent: Page/Page column 28 ;
反应条件
hydrogen iodide; acetic anhydride
1 h; Heating;
参考文献
Compton; Prescott Jr.; Martin; Siegel; Gordon; Razdan
Journal of Medicinal Chemistry, 1991 , vol. 34, # 11 p. 3310 - 3316
反应条件
1: 89 percent / (COCl)2 / benzene / 2 h, room t., 1 h, reflux
2: 70 percent / NaOAc, H2 / 10percent Pd-C / 2427.2 Torr / 1h, then 60 degC, overnight
3: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux
4: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
5: NaI, ClSiMe3 / acetonitrile / 36 h / Heating
View Scheme
参考文献
Ayer, William A.; Browne, Lois M.; Lovell, Sarah H.
Phytochemistry (Elsevier), 1983 , vol. 22, # 10 p. 2267 - 2272
反应条件
1: 70 percent / NaOAc, H2 / 10percent Pd-C / 2427.2 Torr / 1h, then 60 degC, overnight
2: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux
3: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
4: NaI, ClSiMe3 / acetonitrile / 36 h / Heating
View Scheme
参考文献
Ayer, William A.; Browne, Lois M.; Lovell, Sarah H.
Phytochemistry (Elsevier), 1983 , vol. 22, # 10 p. 2267 - 2272
反应条件
1: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux
2: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
3: NaI, ClSiMe3 / acetonitrile / 36 h / Heating
View Scheme
参考文献
Ayer, William A.; Browne, Lois M.; Lovell, Sarah H.
Phytochemistry (Elsevier), 1983 , vol. 22, # 10 p. 2267 - 2272
反应条件
1: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
2: NaI, ClSiMe3 / acetonitrile / 36 h / Heating
View Scheme
参考文献
Ayer, William A.; Browne, Lois M.; Lovell, Sarah H.
Phytochemistry (Elsevier), 1983 , vol. 22, # 10 p. 2267 - 2272
反应条件
triphenyl phosphite; hydrogen in chloroform
T=25°C; Rate constantMechanism;
参考文献
Coolen, Hein K. A. C.; Meeuwis, Johannes A. M.; Van Leeuwen, Piet W. N. M.; Nolte, Roeland J. M.
Journal of the American Chemical Society, 1995 , vol. 117, # 48 p. 11906 - 11913
反应条件
1: Et3N / tetrahydrofuran / 1 h / 0 - 20 °C
2: 62 percent / Li, naphthalene / tetrahydrofuran / 2 h / -30 - 0 °C
3: 69 percent / Et3N / tetrahydrofuran / 1.08 h / 0 °C
4: 60 percent / NaI, Zn / 1,2-dimethoxy-ethane / 8 h / Heating
5: 70 percent / 45percent HBr, glacial AcOH / 3 h / Heating
View Scheme
参考文献
Alonso, Emma; Ramon, Diego J.; Yus, Miguel
Journal of Organic Chemistry, 1997 , vol. 62, # 2 p. 417 - 421
反应条件
1: 69 percent / Et3N / tetrahydrofuran / 1.08 h / 0 °C
2: 60 percent / NaI, Zn / 1,2-dimethoxy-ethane / 8 h / Heating
3: 70 percent / 45percent HBr, glacial AcOH / 3 h / Heating
View Scheme
参考文献
Alonso, Emma; Ramon, Diego J.; Yus, Miguel
Journal of Organic Chemistry, 1997 , vol. 62, # 2 p. 417 - 421
反应条件
1: 62 percent / Li, naphthalene / tetrahydrofuran / 2 h / -30 - 0 °C
2: 69 percent / Et3N / tetrahydrofuran / 1.08 h / 0 °C
3: 60 percent / NaI, Zn / 1,2-dimethoxy-ethane / 8 h / Heating
4: 70 percent / 45percent HBr, glacial AcOH / 3 h / Heating
View Scheme
参考文献
Alonso, Emma; Ramon, Diego J.; Yus, Miguel
Journal of Organic Chemistry, 1997 , vol. 62, # 2 p. 417 - 421