2,4-二羟基-3-甲基苯甲醛合成路线 (共 15 条)
反应条件
1.1: 82 percent / K2CO3 / acetone / 12 h / Heating
2.1: 57 percent / K2CO3 / dimethylformamide / 12 h / 40 °C
3.1: 66 percent / toluene / 3 h / Heating
4.1: tBuLi / pentane; diethyl ether / 6 h / 20 °C
4.2: 1,2-dibromotetrachloroethane / pentane; diethyl ether / 12 h / 20 °C
5.1: 1.49 percent / aq. HCl / 0.5 h
6.1: toluene / 3 h / Heating
7.1: 1.39 g / NaBH4 / methanol / 2 h / 20 °C
8.1: 96 percent / Et3N / CH2Cl2 / 3 h / 20 °C
9.1: 55 percent / tBuLi / pentane; tetrahydrofuran / 0.5 h / -100 °C
10.1: 82 percent / trifluoroacetic acid; anisole / 48 h / Heating
11.1: 78 percent / BCl3 / CH2Cl2 / 2 h / -78 °C
View Scheme
参考文献
Moreau, Anne; Couture, Axel; Deniau, Eric; Grandclaudon, Pierre; Lebrun, Stephane
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 12 p. 2305 - 2309
反应条件
1: 4-dimethylaminopyridine; diisopropylethylamine / tetrahydrofuran / 8 h
2: NaBH4 / H2O; tetrahydrofuran / 0 °C
3: diethyl ether / -78 - 20 °C
View Scheme
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
1: 92 percent / potassium carbonate / acetone / 5 h / Heating
2: 78 percent / lithium aluminium hydride / diethyl ether / 3 h / Ambient temperature
View Scheme
参考文献
Barber, Jill; Staunton, James
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 1685 - 1689
反应条件
1: 41 percent / potassium carbonate / dimethylformamide; toluene / 3 h / Heating
2: 29 percent / diphenyl ether / 1 h / 240 °C
3: 88 percent / piperidine / ethanol / 20 h / Heating
View Scheme
参考文献
Faulques; Rene; Royer; Averbeck
European Journal of Medicinal Chemistry, 1984 , vol. 19, # 4 p. 365 - 370
反应条件
1: 53 percent / Zn/Hg, HCl / ethanol
2: 1.) ZnCl2, HCl; 2.) H2O / 1.) ether; 2.) ether, heating
View Scheme
参考文献
Morais, Anselmo A.; Fo, Raimundo Braz; Fraiz, Silas V. Jr
Phytochemistry (Elsevier), 1989 , vol. 28, # 1 p. 239 - 242