3,5-二甲氧基苯甲酸合成路线 （共 127 条）
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: 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: (i) SOCl2, (ii) /BRN= 511834/
2: (i) Mg, Et2O, (ii) /BRN= 2105670/
3: (i) Py, CH2Cl2, (ii) N2H4*H2O, DMF
4: NaNO2, AcOH / dioxane
5: (i) <PhCH2NMe3>OH, MeOH, (ii) /BRN= 2471550/, Py
View Scheme
参考文献
Birr,C. et al.
Justus Liebigs Annalen der Chemie, 1972 , vol. 763, p. 162 - 172
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
Durrani, Aziz A.; Tyman, John H. P.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1658 - 1666
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: 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: ethanethiol, NaH / dimethylformamide / 3 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: H2SO4 / 24 h / Heating
2: 4.402 g / NBS / acetonitrile / 0 - 20 °C
3: aq. K2CO3; Bu4NBr / 9 h / Heating
4: Cu; pyridine; H2O / 13 h / Heating
View Scheme
参考文献
Wang, Pengfei; Hu, Ayou; Wang, Yun
Organic Letters, 2007 , vol. 9, # 15 p. 2831 - 2833
反应条件
1.1: oxalyl chloride / CH2Cl2; dimethylformamide / 1 h / Heating
2.1: 11.86 g / pyridine / CH2Cl2 / 0 - 20 °C
3.1: Mg / tetrahydrofuran / 0.5 h / 20 °C
3.2: 90 percent / tetrahydrofuran / 1.5 h / 0 °C
View Scheme
参考文献
Harrington, Paul E.; Stergiades, Ioanna A.; Erickson, Joy; Makriyannis, Alexandros; Tius, Marcus A.
Journal of Organic Chemistry, 2000 , vol. 65, # 20 p. 6576 - 6582
反应条件
1: (i) SOCl2, (ii) /BRN= 511834/
2: (i) Mg, Et2O, (ii) /BRN= 2105670/
3: (i) Py, CH2Cl2, (ii) N2H4*H2O, DMF
4: NaNO2, AcOH / dioxane
5: (i) <PhCH2NMe3>OH, MeOH, (ii) /BRN= 2471550/, Py
View Scheme
参考文献
Birr,C. et al.
Justus Liebigs Annalen der Chemie, 1972 , vol. 763, p. 162 - 172
反应条件
1: (i) SOCl2, (ii) /BRN= 511834/
2: (i) Mg, Et2O, (ii) /BRN= 2105670/
3: (i) Py, CH2Cl2, (ii) N2H4*H2O, DMF
View Scheme
参考文献
Birr,C. et al.
Justus Liebigs Annalen der Chemie, 1972 , vol. 763, p. 162 - 172
