3-甲氧基-2-甲基苯甲醛合成路线 （共 10 条）
参考文献
Winthrop Chem. Co.
Patent: US2281956 , 1940 ;
反应条件
pyridinium chlorochromate in dichloromethane
T=20°C; 3.5 h;
参考文献
Wyeth
Patent: US2007/203116 A1, 2007 ;
Location in patent: Page/Page column 8 ;
US 20070203116 A1
反应条件
1: 3-methoxy-benzaldehyde With phenyllithium
2: methyl iodide Further stages.;
参考文献
Wang, Junhua; Pettus, Liping H.; Pettus, Thomas R. R.
Tetrahedron Letters, 2004 , vol. 45, # 8 p. 1793 - 1796
反应条件
sodium tetrahydroborate in ethanol
2 h; Ambient temperature;
参考文献
Leed, Andrew R.; Boettger, Susan D.; Ganem, Bruce
Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 1098 - 1106
参考文献
Boehringer Ingelheim GmbH
Patent: US4058642 A1, 1977 ;
反应条件
1: p-toluenesulfonic acid
2: 63 percent / lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; hexane / -60 deg C to r.t.
3: 94 percent / 4 M aq. HCl / diethyl ether / 16 h / Ambient temperature
View Scheme
参考文献
Flippin, Lee A.; Muchowski, Joseph M.; Carter, David S.
Journal of Organic Chemistry, 1993 , vol. 58, # 9 p. 2463 - 2467
反应条件
1: 63 percent / lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; hexane / -60 deg C to r.t.
2: 94 percent / 4 M aq. HCl / diethyl ether / 16 h / Ambient temperature
View Scheme
参考文献
Flippin, Lee A.; Muchowski, Joseph M.; Carter, David S.
Journal of Organic Chemistry, 1993 , vol. 58, # 9 p. 2463 - 2467
反应条件
1: 98 percent / nitromethane / 22 h / 70 °C
2: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature
View Scheme
参考文献
Leed, Andrew R.; Boettger, Susan D.; Ganem, Bruce
Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 1098 - 1106
反应条件
1: 99 percent / tetrahydrofuran / 168 h / Ambient temperature
2: 98 percent / nitromethane / 22 h / 70 °C
3: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature
View Scheme
参考文献
Leed, Andrew R.; Boettger, Susan D.; Ganem, Bruce
Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 1098 - 1106
反应条件
hydrogenchloride; N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium
1) ether, cyclohexane, -72 deg C, 1 h; 2) ether, cyclohexane, -72 deg C --> rt; 3) THF, reflux, 2 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Flippin, Lee A.; Berger, Jacob; Parnes, Jason S.; Gudiksen, Mark S.
Journal of Organic Chemistry, 1996 , vol. 61, # 14 p. 4812 - 4815
