3-羟基-4-甲氧基苯甲醛合成路线 （共 405 条）
反应条件
AcONO2; silica gel in chloroform
T=-20 - 20°C; Nitration;
参考文献
Augusto; Rodrigues; De Oliveira Filho, Antonio Pedro; Moran, Paulo J. S.; Custodio, Rogerio
Tetrahedron, 1999 , vol. 55, # 22 p. 6733 - 6738
参考文献
NYCOMED GMBH
Patent: US2008/64714 A1, 2008 ;
Location in patent: Page/Page column 17 ;
反应条件
1: chlorine / chloroform / 2.5 h
2: selenium(IV) oxide; dihydrogen peroxide / dichloromethane; water / 48 h / 20 °C
3: hydrogenchloride; methanol / 0.5 h / 20 °C
4: methanesulfonic acid; tin(IV) chloride / 6 h / 40 °C
View Scheme
参考文献
Tsybulsky, Dmitry A.; Kvach, Maksim V.; Stepanova, Irina A.; Korshun, Vladimir A.; Shmanai, Vadim V.
Journal of Organic Chemistry, 2012 , vol. 77, # 2 p. 977 - 984
反应条件
1: chlorine / chloroform / 2.5 h
2: selenium(IV) oxide; dihydrogen peroxide / dichloromethane; water / 48 h / 20 °C
3: hydrogenchloride; methanol / 0.5 h / 20 °C
4: methanesulfonic acid; tin(IV) chloride / 6 h / 40 °C
View Scheme
参考文献
Tsybulsky, Dmitry A.; Kvach, Maksim V.; Stepanova, Irina A.; Korshun, Vladimir A.; Shmanai, Vadim V.
Journal of Organic Chemistry, 2012 , vol. 77, # 2 p. 977 - 984
反应条件
N-ethyl-N,N-diisopropylamine in dichloromethane
T=20°C; 5 h; Inert atmosphere;
参考文献
Wardrop, Duncan J.; Komenda, John P.
Organic Letters, 2012 , vol. 14, # 6 p. 1548 - 1551
反应条件
1.1: imidazole / CH2Cl2 / 0 - 20 °C
2.1: n-butyl lithium / tetrahydrofuran / 0.25 h
2.2: tetrahydrofuran
View Scheme
参考文献
Ahmed, Kamal; Reddy, Adla Malla; Paidakula, Suresh; Rao, Neigapula Sankara; Shetti, Rajesh V. C. R. N. C.
Patent: US2013/317231 A1, 2013 ;
反应条件
1: 96 percent / NH4NO3 / ethanol / 24 h
2: 30 percent / K2CO3, CuO / pyridine / 48 h / Heating
3: 73 percent / AlCl3 / benzene / 24 h
4: 60 percent / K2CO3 / dimethylformamide / 1 h / 120 °C
5: NaBH4 / ethanol
6: PBr3 / benzene / 2 h / Ambient temperature
7: 84 percent / acetonitrile / 1 h / Heating
8: 1) NaOMe, 2) H2 / 2) palladium-charcoal / 1) methylene dichloride, methanol, 1h, 2) ethyl acetate, methanol
9: 91 percent / K2CO3 / acetone / 6 h / Heating
10: 100 percent / PBr3 / benzene / 80 °C
11: 15 percent / sodium, tetraphenylethene / tetrahydrofuran / 24 h
View Scheme
参考文献
Gottsegen, Agnes; Nogradi, Mihaly; Vermes, Borbala; Kajtar-Peredy, Maria; Bihatsi-Karsai, Eva
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 2 p. 315 - 320
反应条件
1.1: 81 percent / potassium carbonate / acetone / 96 h / Heating
2.1: sodium hydride; ethyl phosphate / 1,2-dimethoxy-ethane / 4 h / 20 °C
2.2: 91 percent / 1,2-dimethoxy-ethane / 24 h / 20 °C
3.1: oxalyl chloride / CH2Cl2 / 0 - 20 °C
4.1: pyridine / CH2Cl2 / 12 h / 0 °C
4.2: 7.21 g / CH2Cl2 / 18 h / 0 - 20 °C
5.1: 91 percent / 2,2,6,6-tetramethylpiperidine / (R,R)-DBFOX/Ph; nickel(II) perchlorate hexahydrate / tetrahydrofuran / 168 h / -20 °C
6.1: 72 percent / H2 / Raney Ni / ethanol; CH2Cl2 / 96 h / 20 °C / 760.05 Torr
View Scheme
参考文献
Langlois, Nicole; Wang, Hai-Shan
Synthetic Communications, 1997 , vol. 27, # 18 p. 3133 - 3144
反应条件
potassium carbonate in N,N-dimethyl-formamide
T=100°C; 3 h;
参考文献
Chandregowda, Venkateshappa; Venkateswara Rao, Gudapati; Chandrasekara Reddy, Goukanapalli
Heterocycles, 2007 , vol. 71, # 1 p. 39 - 48
反应条件
1: 98 percent / K2CO3 / acetonitrile
2: NaBH4 / ethanol
3: PBr3 / CH2Cl2
4: 76 percent / LiHMDS / tetrahydrofuran
5: 81 percent / LiOH; H2O2
6: 95 percent / LAH / tetrahydrofuran
7: 97 percent / PPh3; NBS / CH2Cl2
8: 68 percent / n-BuLi
9: HCl / acetonitrile
10: Et3N
11: NaBH4 / ethanol
12: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
13: Mg
14: 23 percent / H2 / Pd(OH)2/C
15: 38 percent / TPAP; NMMO
View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
