(3,4-二甲氧苯基)乙腈合成路线 （共 124 条）
反应条件
1: 75 percent / KOH / benzene; methanol; H2O / 3 h / Ambient temperature 2: Fe / ethanol; H2O; acetic acid / 2 h / Heating 3: 99 percent / CHCl3 4: 1. N2H4; 2. aq. NH3 / 1. pyridine, ethanol, H2O, 60 to 65 deg C, 2 h; 2. H2O, 20 min 5: 78 percent / P2S5 / pyridine / 0.75 h / Heating 6: 64 percent / butan-1-ol / 7.5 h / Heating View Scheme
参考文献
Vejdelek, Zdenek; Holubek, Jiri; Budesinsky, Milos; Ryska, Miroslav; Svatek, Emil; Protiva, Miroslav
Collection of Czechoslovak Chemical Communications, 1988 , vol. 53, # 2 p. 361 - 372
反应条件
1: 75 percent / KOH / benzene; methanol; H2O / 3 h / Ambient temperature 2: Fe / ethanol; H2O; acetic acid / 2 h / Heating 3: 99 percent / CHCl3 4: 1. N2H4; 2. aq. NH3 / 1. pyridine, ethanol, H2O, 60 to 65 deg C, 2 h; 2. H2O, 20 min 5: 78 percent / P2S5 / pyridine / 0.75 h / Heating 6: 70 percent / butan-1-ol / Heating View Scheme
参考文献
Vejdelek, Zdenek; Holubek, Jiri; Budesinsky, Milos; Ryska, Miroslav; Svatek, Emil; Protiva, Miroslav
Collection of Czechoslovak Chemical Communications, 1988 , vol. 53, # 2 p. 361 - 372
反应条件
1: 12.5 g / methanol / 2 h / Heating 2: 57 percent / KOH (10 mol/l) / ethanol; H2O / 6 h / 60 - 70 °C View Scheme
参考文献
Schmauder; Groger; Gruner; Lohmann
Pharmazie, 1988 , vol. 43, # 5 p. 313 - 314
反应条件
1.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: 81 percent / tetrahydrofuran; hexane / -78 - 20 °C
2.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.08 h / -78 °C
2.2: 100 percent / tetrahydrofuran; hexane / -78 - 20 °C
3.1: chiral 4-(pyrrolidino)pyridine-derived Fe(II) complex / hexafluorobenzene / 72 h / 20 °C
4.1: diethyl ether / 12 h / 0 °C
5.1: 0.110 g / [Ph(CF3)2CO]SPh2 / CH2Cl2 / 12 h / 20 °C
6.1: 99 percent / H2 / Pd/C / ethanol / 12 h / 20 °C
7.1: oxalic acid dihydrate / acetone; H2O / 2.5 h / 80 °C
8.1: 0.114 g / NaBH(OAc)3 / 1,2-dichloro-ethane / 12 h / 20 °C
View Scheme
参考文献
Mermerian, Ara H.; Fu, Gregory C.
Angewandte Chemie - International Edition, 2005 , vol. 44, # 6 p. 949 - 952
反应条件
1: With ethanol; sodium in toluene
T=80 - 85°C; 2 h;
2: 2-(3,4-dimethoxyphenyl)acetonitrile; carbonic acid diethyl ester in toluene
T=80°C; 2 h;
参考文献
F. HOFFMANN-LA ROCHE AG
Patent: WO2004/101528 A2, 2004 ;
Location in patent: Page 83; 84 ;
反应条件
in water; acetic acid; carbonic acid diethyl ester
参考文献
Hoffmann-La Roche Inc.
Patent: US5302727 A1, 1994 ;
反应条件
1: sodium n-butoxide / xylene / Heating
2: 1.) acetic acid, concentraded hydrochloric acid, reflux 5 h, 2.) sodium hydroxide, water, 30 min, water boiling bath.
View Scheme
参考文献
Dulenko, V. I.; Nikolyukin, Yu. A.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1987 , vol. 23, # 5 p. 493 - 495
Khimiya Geterotsiklicheskikh Soedinenii, 1987 , vol. 23, # 5 p. 600 - 602
反应条件
1: sodium methylate / diethyl ether
2: sulfuric acid / toluene / Reflux
View Scheme
参考文献
Qian, Yimin; Ahmad, Mushtaq; Chen, Shaoqing; Gillespie, Paul; Le, Nam; Mennona, Frank; Mischke, Steven; So, Sung-Sau; Wang, Hong; Burghardt Charles; Tannu, Shahid; Conde-Knape, Karin; Kochan, Jarema; Bolin, David
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 21 p. 6264 - 6269
反应条件
1.1: sodium hydroxide / water; dimethyl sulfoxide / 48 h / 20 °C
2.1: sodium amide / toluene / 2 h / |Reflux; |Inert atmosphere
2.2: 48 h / 50 °C / |Reflux; |Inert atmosphere
3.1: ammonia; potassium iodide / water; ethanol / 120 h / 50 °C
View Scheme
参考文献
Wang, Cheng; Wang, Tao; Zhou, Nan; Pan, Xiao-Yan; He, Huai-Zhen
Journal of Asian Natural Products Research, 2014 , vol. 16, # 3 p. 304 - 311
反应条件
1: toluene-4-sulfonic acid / toluene / 4 h / |Molecular sieve; |Reflux
2: lithium aluminium tetrahydride; triethyl amine hydrochloride / tetrahydrofuran / |Inert atmosphere; |Cooling with ice
View Scheme
参考文献
Huang, Huawen; Ji, Xiaochen; Wu, Wanqing; Jiang, Huanfeng
Chemical Communications, 2013 , vol. 49, # 32 p. 3351 - 3353
