2-甲基-3-硝基苯甲酸甲酯合成路线 （共 49 条）
反应条件
1,1-dimethoxyethane; N,N-dimethyl-formamide in N,N-dimethyl-formamide
T=110 - 120°C; 7 h;
参考文献
Matsui; Sugiura; Nakai; Iguchi; Shigeoka; Takada; Odagaki; Nagao; Ushio; Ohmoto; Iwamura; Yamazaki; Arai; Kawamura
Journal of Medicinal Chemistry, 1992 , vol. 35, # 18 p. 3307 - 3319
反应条件
1.) DMF, reflux, 10 h; 2.) water; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Somei; Karasawa; Shoda; Kaneko
Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 1 p. 249 - 253
反应条件
1: N-bromosuccinimide / CCl4 / 7 h / Heating
2: pyridine / ethanol / 48 h / Heating
3: H2 / Pd/C / ethyl acetate / 3 h
View Scheme
参考文献
Suizu, Mamiko; Muroya, Yohei; Kakuta, Hiroki; Kagechika, Hiroyuki; Tanatani, Aya; Nagasawa, Kazuo; Hashimoto, Yuichi
Chemical and Pharmaceutical Bulletin, 2003 , vol. 51, # 9 p. 1098 - 1102
反应条件
1: 93 percent / dimethylformamide / 8 h / 130 °C
2: 68 percent / H2 / 10percent Pd-C / benzene / 6.5 h / 2585.7 Torr
3: 87 percent / DIBAL / CH2Cl2; diethyl ether / 4 h / -78 °C
4: 68 percent / MnO2 / CH2Cl2 / Ambient temperature
5: 90 percent / glacial HOAc / 3.5 h / 0 °C
6: MeI / propan-2-ol; H2O / Ambient temperature
View Scheme
参考文献
Collins, Michael P.; Drew, Michael G. B.; Mann, John; Finch, Harry
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 23 p. 3211 - 3218
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in dimethyl sulfoxide
T=20 - 50°C; 12.5 h;
参考文献
Kuethe, Jeffrey T.; Davies, Ian W.
Tetrahedron, 2006 , vol. 62, # 49 p. 11381 - 11390
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in dimethyl sulfoxide
T=20 - 55°C; 24 h;
参考文献
Kuethe, Jeffrey T.; Beutner, Gregory L.; Denmark, Scott E.; Muhuhi, Joseck M.
Organic Syntheses, 2009 , vol. 86, p. 92 - 104
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in dimethyl sulfoxide
T=20 - 50°C; 12.5 h;
参考文献
Kuethe, Jeffrey T.; Beutner, Gregory L.; Denmark, Scott E.; Muhuhi, Joseck M.
Organic Syntheses, 2009 , vol. 86, p. 92 - 104
反应条件
1: 1.) DMF, reflux, 10 h; 2.) water
2: 18.1 percent / dimethylformamide / 12 h / Heating
3: 79.1 percent / methanol / 1 h / Heating
View Scheme
参考文献
Somei; Karasawa; Shoda; Kaneko
Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 1 p. 249 - 253
反应条件
1: With hydrogen; palladium on activated charcoal in ethanol
T=20°C;
2: With sulfuric acid; sodium nitrite
Sandmeyer reaction; Heating; Further stages.;
参考文献
Ito, Tomonori; Ito, Masahiro; Arimoto, Hirokazu; Takamura, Hiroyoshi; Uemura, Daisuke
Tetrahedron Letters, 2007 , vol. 48, # 31 p. 5465 - 5469
