1-(3,5-二甲氧基苯基)庚烷-1-酮合成路线 （共 12 条）
反应条件
1: 1.) n-BuLi / 1.) THF-hexane, -78 deg C, 1 h, 2.) -> RT, then reflux, 3 h 2: 6.7 g / 1.) n-BuI / 1.) THF-hexane, -78 deg C, 2 h, 2.) RT, 2 h 3: 70 percent / NH2NH2, KOH / bis-(2-hydroxy-ethyl) ether / 120 deg C, 1 h; 180-190 deg C, 4 h 4: 99 percent / Me3SiI / CHCl3; pyridine / 24 h / 60 °C View Scheme
参考文献
Singh, Vishwakarma; Kane, Vinayak V.; Martin, Arnold R.
Synthetic Communications, 1981 , vol. 11, # 6 p. 429 - 438
反应条件
titanium tetrachloride in dichloromethane T=-40 - -10°C; 2 h;
参考文献
Reetz, M. T.; Westermann, J.
Journal of Organic Chemistry, 1983 , vol. 48, # 2 p. 254 - 255
反应条件
1: trimethylaluminum With titanium tetrachloride in dichloromethane T=-30°C; Metallation; 0.333333 h; 2: 1-(3,5-dimethoxyphenyl)heptan-1-one in dichloromethane T=-45 - 20°C; Methylation; Further stages.;
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: 1.) n-BuLi / 1.) THF-hexane, -78 deg C, 1 h, 2.) -> RT, then reflux, 3 h 2: 6.7 g / 1.) n-BuI / 1.) THF-hexane, -78 deg C, 2 h, 2.) RT, 2 h 3: 70 percent / NH2NH2, KOH / bis-(2-hydroxy-ethyl) ether / 120 deg C, 1 h; 180-190 deg C, 4 h View Scheme
参考文献
Singh, Vishwakarma; Kane, Vinayak V.; Martin, Arnold R.
Synthetic Communications, 1981 , vol. 11, # 6 p. 429 - 438
反应条件
1: 97 percent / BF3*Et2O / CH2Cl2 / Ambient temperature 2: 84 percent / BBr3 / CH2Cl2 / 15 h / -78 - 0 °C 3: p-toluenesulfonic acid / benzene / 0.5 h / 25 °C 4: BF3*Et2O / CH2Cl2 / 4 h / 25 °C View Scheme
参考文献
Papahatjis; Kourouli; Abadji; Goutopoulos; Makriyannis
Journal of Medicinal Chemistry, 1998 , vol. 41, # 7 p. 1195 - 1200
反应条件
1: 1-bromo-hexane With magnesium in tetrahydrofuran
T=20°C; Metallation; 0.5 h;
2: (3,5-dimethoxyphenyl)-N-methoxy-N-methylcarboxamide in tetrahydrofuran
T=0°C; Grignard reaction; 1.5 h; Further stages.;
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
chromium(VI) oxide; sulfuric acid in acetone
0.5 h; Ambient temperature;
参考文献
Papahatjis; Kourouli; Abadji; Goutopoulos; Makriyannis
Journal of Medicinal Chemistry, 1998 , vol. 41, # 7 p. 1195 - 1200
反应条件
1: 86 percent / tetrahydrofuran / 4 h / -60 °C
2: 79.6 percent / CrO3, aq. H2SO4 / acetone / 0.5 h / Ambient temperature
View Scheme
参考文献
Papahatjis; Kourouli; Abadji; Goutopoulos; Makriyannis
Journal of Medicinal Chemistry, 1998 , vol. 41, # 7 p. 1195 - 1200
反应条件
1: 86 percent / tetrahydrofuran / 4 h / -60 °C
2: 79.6 percent / CrO3, aq. H2SO4 / acetone / 0.5 h / Ambient temperature
View Scheme
参考文献
Papahatjis; Kourouli; Abadji; Goutopoulos; Makriyannis
Journal of Medicinal Chemistry, 1998 , vol. 41, # 7 p. 1195 - 1200
参考文献
Suter; Weston
Journal of the American Chemical Society, 1939 , vol. 61, p. 232,235
