1-(2-氨基-5-甲氧基苯基)-乙酮合成路线 (共 31 条)
反应条件
hydrogenchloride; potassium iodide; sodium nitrite 1.) 0 deg C, 20 min, 2.) room temperature, 5 h;
参考文献
Hirt, Urs H.; Spingier, Bernhard; Wirth, Thomas
Journal of Organic Chemistry, 1998 , vol. 63, # 22 p. 7674 - 7679
反应条件
1.1: 60 percent / cerium(III) chloride; acetic acid / ethanol / 20 °C 2.1: 72 percent / conc. H2SO4; AcOH / 0.5 h / Heating 3.1: dimethylformamide / 1 h / Heating 3.2: 66 percent / NH4Cl / ethanol / 0.5 h / Heating View Scheme
参考文献
Kitahara, Yoshiyasu; Nakahara, Shinsuke; Yonezawa, Takanobu; Nagatsu, Masanori; Kubo, Akinori
Heterocycles, 1993 , vol. 36, # 5 p. 943 - 946
反应条件
1: 94 percent / pyridine / CH2Cl2 / 1 h / 20 °C 2: 86 percent / K2CO3 / dimethylformamide / 1 h / 80 °C 3: 94 percent / NaI; Et3N / acetonitrile / 1 h / Heating 4: 98 percent / Cl2Ru(PCy3)(=CHPh)(N,N'-(Mes)2-imidazolidin-2-yl) / CH2Cl2 / 1 h / 50 °C 5: 98 percent / aq. NaOH / methanol / Heating View Scheme
参考文献
Theeraladanon, Chumpol; Arisawa, Mitsuhiro; Nishida, Atsushi; Nakagawa, Masako
Tetrahedron, 2004 , vol. 60, # 13 p. 3017 - 3035
反应条件
water; hydrogen bromide; acetic acid T=80°C; 2 h;
参考文献
Zhu, Lingjian; Miao, Zhenyuan; Sheng, Chunquan; Guo, Wei; Yao, Jianzhong; Liu, Wenfeng; Che, Xiaoying; Wang, Wenya; Cheng, Pengfei; Zhang, Wannian
European Journal of Medicinal Chemistry, 2010 , vol. 45, # 7 p. 2726 - 2732
反应条件
1: 75 percent / 1.) aq. NaNO2, aq. HCl, 2.) KI / 1.) 0 deg C, 20 min, 2.) room temperature, 5 h 2: 89 percent / (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 19 h / -25 °C 3: LiAlH4 View Scheme
参考文献
Hirt, Urs H.; Spingier, Bernhard; Wirth, Thomas
Journal of Organic Chemistry, 1998 , vol. 63, # 22 p. 7674 - 7679
反应条件
1: 4-methoxy-aniline With boron trichloride in dichloromethane; 1,2-dichloro-ethane
T=0°C; Substitution; Friedel-Crafts reaction; 0.333333 h;
2: acetonitrile in dichloromethane; 1,2-dichloro-ethane
T=80°C; Substitution; Friedel-Crafts reaction;
3: With hydrogenchloride
T=80°C; Hydrolysis; 0.5 h;
参考文献
Wu, Chengde; Biediger, Ronald J.; Kogan, Timothy P.
Synthetic Communications, 1999 , vol. 29, # 20 p. 3509 - 3516
反应条件
10 palladium on activated charcoal; hydrogen in ethyl acetate
T=20°C; 18 h;
参考文献
Desrat, Sandy; Jean, Mickael; Van De Weghe, Pierre
Tetrahedron, 2011 , vol. 67, # 39 p. 7510 - 7516
反应条件
hydrogen; palladium on activated charcoal in ethanol
P=760 Torr; 3 h;
参考文献
Fuerstner, Alois; Jumbam, Denis N.; Seidel, Guenter
Chemische Berichte, 1994 , vol. 127, # 6 p. 1125 - 1130
反应条件
1: HNO3, H2SO4
2: Sn, aq. HCl
View Scheme
参考文献
Robbins, Rebecca J.; Laman, David M.; Falvey, Daniel E.
Journal of the American Chemical Society, 1996 , vol. 118, # 34 p. 8127 - 8135
反应条件
1: 1.) K2CO3 / 1.) THF, 1 h, 2.) THF, reflux, 24 h
2: 88 percent / tetrahydrofuran / 1.) -50 deg C, 4 h, 2.) r.t., 1 h
3: 88 percent / PDC / CH2Cl2 / 6 h / Heating
4: 97 percent / H2 / 5percent Pd/C / ethanol / 3 h / 760 Torr
View Scheme
参考文献
Fuerstner, Alois; Jumbam, Denis N.; Seidel, Guenter
Chemische Berichte, 1994 , vol. 127, # 6 p. 1125 - 1130