3-羟基-4-硝基苯甲酸合成路线 (共 58 条)
反应条件
1: 96 percent / sulphuric acid / 2 h / Heating
2: 100 percent / H2 / Pd/C / ethanol / 20 °C
3: 60 percent / triethylamine / diethyl ether / 5 h / -10 - 20 °C
4: 83 percent / aq. NaHCO3 / 1 h / Heating
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参考文献
Anderluh, Petra Stefanic; Anderluh, Marko; Ilas, Janez; Mravljak, Janez; Dolenc, Marija Sollner; Stegnar, Mojca; Kikelj, Danijel
Journal of Medicinal Chemistry, 2005 , vol. 48, # 9 p. 3110 - 3113
反应条件
1: 96 percent / sulphuric acid / 2 h / Heating
2: 100 percent / H2 / Pd/C / ethanol / 20 °C
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参考文献
Einhorn; Pfyl
Justus Liebigs Annalen der Chemie, 1900 , vol. 311, p. 55
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Einhorn
Patent: DE97335 ;
反应条件
1: sulfuric acid / 65 °C / Inert atmosphere
2: potassium carbonate / acetone / 17 h / 56 °C / Inert atmosphere
3: iron; acetic acid / 4 h / 20 - 40 °C
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参考文献
Boerger, Carsten; Knoelker, Hans-Joachim
Tetrahedron, 2012 , vol. 68, # 33 p. 6727 - 6736
反应条件
1.1: thionyl chloride / 12 h / 0 °C / Reflux; Inert atmosphere
2.1: triphenylphosphine / tetrahydrofuran / 0.03 h / 20 °C / Inert atmosphere
2.2: 16 h / Inert atmosphere
3.1: lithium hydroxide hydrate / tetrahydrofuran; methanol; water / 1 h / 20 °C / Inert atmosphere
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参考文献
Azzarito, Valeria; Prabhakaran, Panchami; Bartlett, Alice I.; Murphy, Natasha S.; Hardie, Michaele J.; Kilner, Colin A.; Edwards, Thomas A.; Warriner, Stuart L.; Wilson, Andrew J.
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 32 p. 6469 - 6472
反应条件
N-ethyl-N,N-diisopropylamine in tetrahydrofuran
0 deg C then r.t., overnight;
参考文献
Cho, Wonhwa; Markowitz, Michael A.; Kezdy, Ferenc J.
Journal of the American Chemical Society, 1988 , vol. 110, # 15 p. 5166 - 5171
反应条件
4-methyl-morpholine; isobutyl chloroformate
1.) THF, 0 deg C, 30 min; 2.) THF, r.t., overnight; Multistep reaction. Yields of byproduct given;
参考文献
Cho, Wonhwa; Markowitz, Michael A.; Kezdy, Ferenc J.
Journal of the American Chemical Society, 1988 , vol. 110, # 15 p. 5166 - 5171
反应条件
4-methyl-morpholine; isobutyl chloroformate
1.) THF, 0 deg C, 30 min; THF, r.t., overnight; Yield given. Multistep reaction;
参考文献
Cho, Wonhwa; Markowitz, Michael A.; Kezdy, Ferenc J.
Journal of the American Chemical Society, 1988 , vol. 110, # 15 p. 5166 - 5171
反应条件
chloroformic acid ethyl ester; triethylamine
1.) toluene, one-half hour, 0 deg C, 2.) acetone, overnight, 25 deg C; Yield given. Multistep reaction;
参考文献
Markowitz, Michael A.; Seykora, John T.; Kezdy, F. J.
Bulletin des Societes Chimiques Belges, 1985 , vol. 94, # 11-12 p. 1033 - 1038