5-溴-2,3-二甲氧基苯甲酸合成路线 (共 20 条)
反应条件
1: 1) NaNO2, conc. H2SO4, 2) copper powder, CuSO4*5H2O, NaBr, conc. H2SO4 / 1) water, 1-5 deg C, 2) water, reflux, 3 h, then distillation with steam
2: 51 percent / KMnO4 / H2O / 10 h / Heating
View Scheme
参考文献
Daukshas, V. K.; Martinkus, R. S.; Kuleshyus, V. A.; Shtel'bene, V. P.
Journal of Organic Chemistry USSR (English Translation), 1983 , vol. 19, p. 458 - 463
Zhurnal Organicheskoi Khimii, 1983 , vol. 19, # 3 p. 522 - 528
反应条件
1.1: potassium carbonate / acetone / 55 °C
2.1: sodium hydroxide / methanol; water / 2 h / 65 °C
2.2: pH < 2
View Scheme
参考文献
Abbiati, Giorgio; Doda, Arjana; Dell'Acqua, Monica; Pirovano, Valentina; Facoetti, Diego; Rizzato, Silvia; Rossi, Elisabetta
Journal of Organic Chemistry, 2012 , vol. 77, # 22 p. 10461 - 10467
反应条件
1: AgNO3; NaOH
2: Br2
View Scheme
参考文献
Jia, F.; Liu, B. L.; Liu, Z. H.
Journal of Labelled Compounds and Radiopharmaceuticals, 2001 , vol. 44, p. S547 - S549
参考文献
Jia, F.; Liu, B. L.; Liu, Z. H.
Journal of Labelled Compounds and Radiopharmaceuticals, 2001 , vol. 44, p. S547 - S549
反应条件
1: glacial acetic acid; sodium acetate; bromine
2: alkali; permanganate / 60 - 70 °C
View Scheme
参考文献
Rubenstein
Journal of the Chemical Society, 1926 , p. 650
参考文献
Davies
Journal of the Chemical Society, 1923 , vol. 123, p. 1584
反应条件
1: SOCl2 / toluene / 2 h / 50 °C
2: CH2Cl2 / Ambient temperature
View Scheme
参考文献
Hogberg; Strom; Hall; Ogren
Helvetica Chimica Acta, 1990 , vol. 73, # 2 p. 417 - 425
反应条件
1: SOCl2 / toluene / 2 h / 50 °C
2: CH2Cl2 / 2 h / Ambient temperature
3: 82 percent / SOCl2 / 0.5 h / Ambient temperature
4: 1) 1.6 M BuLi / 1) THF, hexane, -78 deg C, 1 h, 2) -45 deg C, 1.5 h
View Scheme
参考文献
Hogberg; Strom; Hall; Ogren
Helvetica Chimica Acta, 1990 , vol. 73, # 2 p. 417 - 425
反应条件
1: SOCl2 / toluene / 2 h / 50 °C
2: CH2Cl2 / 2 h / Ambient temperature
3: 82 percent / SOCl2 / 0.5 h / Ambient temperature
4: 1) 1.6 M BuLi / 1) THF, hexane, -78 deg C, 1 h, 2) -45 deg C, 1.5 h
5: 63 percent / 2 M aq. HCl / 1 h / Heating
6: SOCl2, DMF / toluene / 1 h / 60 °C
View Scheme
参考文献
Hogberg; Strom; Hall; Ogren
Helvetica Chimica Acta, 1990 , vol. 73, # 2 p. 417 - 425
反应条件
1: SOCl2 / toluene / 2 h / 50 °C
2: CH2Cl2 / 2 h / Ambient temperature
3: 82 percent / SOCl2 / 0.5 h / Ambient temperature
4: 1) 1.6 M BuLi / 1) THF, hexane, -78 deg C, 1 h, 2) -45 deg C, 1.5 h
5: 63 percent / 2 M aq. HCl / 1 h / Heating
View Scheme
参考文献
Hogberg; Strom; Hall; Ogren
Helvetica Chimica Acta, 1990 , vol. 73, # 2 p. 417 - 425