3,4-二甲氧基苯乙酸合成路线 (共 159 条)
反应条件
1.1: Br2
2.1: SOCl2
3.1: 71 percent / aq. Na2CO3 / diethyl ether / 2 h / 23 - 27 °C
4.1: POCl3 / acetonitrile / 2 h / 80 - 83 °C
4.2: 8 percent / NaBH4 / methanol / 2 h / -78 °C
View Scheme
参考文献
Hashimoto, Naomi; Miyatani, Kumiko; Ohkita, Keiko; Ohishi, Yoshitaka; Kunitomo, Jun-Ichi; Kawasaki, Ikuo; Yamashita, Masayuki; Ohta, Shunsaku
Heterocycles, 2002 , vol. 57, # 11 p. 2149 - 2161
反应条件
1: acetic anhydride; triethylamine / 24 h / |Reflux; |Inert atmosphere
2: sulfuric acid / |Inert atmosphere
3: anhydrous iron chloride; di-tert-butyl peroxide; trifluoroacetic acid / dichloromethane; nitromethane / 6 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Ji, De-Rong; Yang, Hua; Zhao, Xiao-Jing; Yang, Hao; Liu, Yang-Zhao; Liao, Dai-Hui; Feng, Chun; Zhang, Cheng-Gang
Chinese Chemical Letters, 2014 , vol. 25, # 2 p. 348 - 350
反应条件
1: With boron trifluoride diethyl etherate
T=100°C; 1 h; Reflux;
2: With N,N-dimethyl-formamide dimethyl acetal in toluene
2 h;
参考文献
CHINA PHARMACEUTICAL UNIVERSITY; Xiang, Hua; Zhao, Wei; Xiao, Hong; Yao, Yao; Ma, Renling; Qian, Lei; Li, Xiaobo; You, Qidong; Liao, Qingjiang
Patent: US2013/79393 A1, 2013 ;
Location in patent: Paragraph 0144; 0145 ;
反应条件
1.1: boron trifluoride diethyl etherate / 80 - 100 °C
2.1: boron trifluoride diethyl etherate / N,N-dimethyl-formamide / 0 °C
2.2: 2 h / 100 °C
View Scheme
参考文献
Deodhar, Mandar; Wood, Kasey; Black, David Stclair; Kumar, Naresh
Australian Journal of Chemistry, 2012 , vol. 65, # 10 p. 1377 - 1383,7
反应条件
1: boron trifluoride etherate / 1 h / Heating
2: perchloric acid / 2 h / Ambient temperature
3: 6 N HCl / 2 h / 60 °C
4: t-BuOK, ammonia / 1 h / -33 °C / Irradiation
5: boron trifluoride etherate / 1 h / Heating
6: 85 percent / K2CO3 / dimethylformamide / 80 °C
7: 70 percent / LiAlH4 / tetrahydrofuran / Ambient temperature
View Scheme
参考文献
Beugelmans; Bois-Choussy
Tetrahedron, 1992 , vol. 48, # 38 p. 8285 - 8294
反应条件
1: N,N'-dicyclohexylcarbodiimide / ethyl acetate / 3 h
2: ethyl acetate
3: HCl / ethyl acetate; diethyl ether; H2O / 1 h / 20 °C
4: trifluoroacetic acid; molecular sieves 3 Angstroem / CH2Cl2 / 3.5 h / 20 °C
5: 90 percent / AlCl3 / CH2Cl2 / 20 °C
6: 80 percent / alane / tetrahydrofuran / 14 h / 20 °C
View Scheme
参考文献
King, Frank D.
Tetrahedron, 2007 , vol. 63, # 9 p. 2053 - 2056
反应条件
1: 100 percent / H2SO4 / Heating
2: 64 percent / HNO3, HOAc / -30 °C
View Scheme
参考文献
Kim, Dong-Ick; Kim, Hak-Yeop; Kwon, Lae-Sung; Park, Sung-Dae; Jeon, Gee-Ho; Jung, Kyung-Yun; Min, Jae-Ki; Nam, Woong-Hyun; Lee, Kiho; Chung, You-Sup; Tanabe, Shigeru; Kozono, Toshiro
Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 1 p. 85 - 90
反应条件
1: borane methyl sulfide
2: I2, triphenylphosphine, imidazole / CH2Cl2
View Scheme
参考文献
Barash; Osbond
Journal of the Chemical Society, 1959 , p. 2157,2163
反应条件
1: thionyl chloride; DMF / benzene / 3 h
2: pyridine / CH2Cl2 / 8 h / 20 °C
3: 1.31 g / 11 h / 75 °C
View Scheme
参考文献
Schinzer, Dieter; Abel, Ulrich; Jones, Peter G.
Synlett, 1997 , # 5 p. 632 - 634
反应条件
1: SOCl2 / diethyl ether / 0.5 h / Heating
2: 69 percent / sodium acetate / diethyl ether; tetrahydrofuran / Ambient temperature
3: 94 percent / NaBH4 / methanol / 0 - 5 °C
4: 41 percent / PPA, 85 percent H3PO4 / 1 h / 100 °C
View Scheme
参考文献
Berney, Daniel; Schuh, Karlheinz
Helvetica Chimica Acta, 1981 , vol. 64, # 2 p. 373 - 378