3,5-二甲氧基苯甲醛合成路线 （共 226 条）
反应条件
1.1: potassium tert-butylate / diethyl ether / 2 h / 20 °C
1.2: 0 - 20 °C
2.1: trichlorophosphate / 8.5 h / 0 - 20 °C
3.1: boron tribromide / dichloromethane / 1.08 h / 0 °C / Inert atmosphere
4.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol
5.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 1.5 h
6.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h / 20 °C
7.1: Grubb's 2nd generation catalyst / dichloromethane / 6 h / 40 °C
8.1: hydrogenchloride; water / tetrahydrofuran / 20 h
View Scheme
参考文献
Jana, Nandan; Nanda, Samik
European Journal of Organic Chemistry, 2012 , # 23 p. 4313 - 4320
反应条件
1: 98 percent / ammonium acetate / acetic acid / 2 h / Heating
2: lithium aluminium hydride / tetrahydrofuran / 2.5 h / Heating
3: 98 percent / triethylamine / CH2Cl2 / 0.17 h / 0 °C
4: 96 percent / phosphoryl chloride / acetonitrile / 0.75 h / Heating
5: 65 percent / W-2 Raney nickel, naphthalene / 3 h / 200 °C
View Scheme
参考文献
Rizzacasa, Mark A.; Sargent, Melvyn V.; Skelton, Brian W.; White, Allan H.
Australian Journal of Chemistry, 1990 , vol. 43, # 1 p. 79 - 86
反应条件
bromine in water; acetic acid
T=20°C;
参考文献
Tan, Jason Samuel; Ciufolini, Marco A.
Organic Letters, 2006 , vol. 8, # 21 p. 4771 - 4774
反应条件
bromine in acetic acid
T=5°C;
参考文献
Cordoba, Ruben; Plumet, Joaquin
Tetrahedron Letters, 2002 , vol. 43, # 51 p. 9303 - 9305
反应条件
sodium hydroxide
1.) toluene, water, 2.) toluene, reflux, 2 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Durrant, Graham; Green, Richard H.; Lambeth, Paul F.; Lester, Michael G.; Taylor, Nigel R.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , p. 2211 - 2214
反应条件
pyridine hydrochloride in diethyl ether; dichloromethane
参考文献
Pfizer Inc.
Patent: US4486428 A1, 1984 ;
反应条件
1: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux
2: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
3: ethanethiol, NaH / dimethylformamide / 3 h / Heating
View Scheme
参考文献
Ayer, William A.; Browne, Lois M.; Lovell, Sarah H.
Phytochemistry (Elsevier), 1983 , vol. 22, # 10 p. 2267 - 2272
反应条件
1: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux
2: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
3: ethanethiol, NaH / dimethylformamide / 3 h / Heating
View Scheme
参考文献
Ayer, William A.; Browne, Lois M.; Lovell, Sarah H.
Phytochemistry (Elsevier), 1983 , vol. 22, # 10 p. 2267 - 2272
反应条件
sodium hydride in N,N-dimethyl-formamide
T=20°C; modified Julia olefination; 1 h;
参考文献
Mirk, Daniela; Grassot, Jean-Marie; Zhu, Jieping
Synlett, 2006 , # 8 p. 1255 - 1259
反应条件
potassium tert-butylate in N,N-dimethyl-formamide
T=0 - 20°C; 5 h;
参考文献
Li, Chang; Lu, Jing; Xu, Xiaofei; Hu, Ruilin; Pan, Yuanjiang
Green Chemistry, 2012 , vol. 14, # 12 p. 3281 - 3284
