3,4,5-三甲氧基苯甲醛合成路线 （共 427 条）
反应条件
1: 1.) lithium diisopropylamide; 2.) n-BuLi / 1.) THF, -78 degC, 2 h; 2.) THF/hexane, room temperature, 2.5 h
2: 1.) hydrogen; 2.) LiAlH4 / 1.) 5percent Pd-C / 1.) AcOH, room temperature, 12 h; 2.) THF, 1 h, room temperature
3: 33 percent / p-TsCl, pyridine / -18 degC, 4 h, room temperature, 1 h
View Scheme
参考文献
Tomioka; Ishiguro; Koga
Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 10 p. 4333 - 4337
反应条件
in acetic acid
48 h; Ambient temperature;
参考文献
Jirkovsky, Ivo; Baudy, Reinhardt
Synthesis, 1981 , # 6 p. 481 - 483
反应条件
1: ethanol; platinum / Hydrogenation
2: N.N-dimethyl-aniline; SOCl2 / 0 °C / zuletzt bei 100grad
3: ethanol
View Scheme
参考文献
Drake; Tuemmler
Journal of the American Chemical Society, 1955 , vol. 77, p. 1204,1207
反应条件
Yield given. Multistep reaction;
参考文献
Comins, Daniel L.; Brown, Jack D.
Journal of Organic Chemistry, 1984 , vol. 49, # 6 p. 1078 - 1083
反应条件
potassium cyanide; ethanol
参考文献
Assadieskandar, Amir; Amini, Mohsen; Ostad, Seyed Nasser; Riazi, Gholam Hossein; Cheraghi-Shavi, Tayebe; Shafiei, Bentolhoda; Shafiee, Abbas
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 10 p. 2703 - 2709
参考文献
Gardner et al.
Journal of the American Chemical Society, 1952 , vol. 74, p. 5527
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Gardner; Horton
Journal of the American Chemical Society, 1953 , vol. 75, p. 4976,4978
反应条件
1: 82 percent / methanol / Ambient temperature
2: 79 percent / dimethylsulfoxide / 1.5 h / 70 - 75 °C
View Scheme
参考文献
Manchand, Percy S.; Rosen, Perry; Belica, Peter S.; Oliva, Gloria V.; Perrotta, Agostino V.; Wong, Harry S.
Journal of Organic Chemistry, 1992 , vol. 57, # 13 p. 3531 - 3535
反应条件
1: 2.) conc. HCl / 1.) CHCl3, room temp., 2 h; 2.) room temp., 2 h
2: 1.) n-BuLi / 1.) n-hexane, THF, -78 degC, 30 min; 2.) THF, -78 degC, 2 h
View Scheme
参考文献
Tomioka, Kiyoshi; Ishiguro, Tsuneo; Iitaka, Yoichi; Koga, Kenji
Tetrahedron, 1984 , vol. 40, # 8 p. 1303 - 1312
反应条件
1: 2.) conc. HCl / 1.) CHCl3, room temp., 2 h; 2.) room temp., 2 h
2: 1.) n-BuLi / 1.) n-hexane, THF, -78 degC, 30 min; 2.) THF, -78 degC, 2 h
3: 65 percent / Raney-Ni / ethanol / 5 h / Heating
View Scheme
参考文献
Tomioka, Kiyoshi; Ishiguro, Tsuneo; Iitaka, Yoichi; Koga, Kenji
Tetrahedron, 1984 , vol. 40, # 8 p. 1303 - 1312
反应条件
1: 2.) conc. HCl / 1.) CHCl3, room temp., 2 h; 2.) room temp., 2 h
2: 1.) n-BuLi / 1.) THF, -78 degC, 3 h; 2.) THF, -78 degC, 0.5 h, allowed to warm to room temp. for 15 h
3: 57 percent / Raney-Ni / ethanol / 6 h / Heating
4: 97 percent / LiAlH4 / tetrahydrofuran / 1 h / Ambient temperature
View Scheme
参考文献
Tomioka, Kiyoshi; Ishiguro, Tsuneo; Iitaka, Yoichi; Koga, Kenji
Tetrahedron, 1984 , vol. 40, # 8 p. 1303 - 1312
