N-羟基-2-苯基-乙酰胺合成路线 （共 16 条）
反应条件
2-chloro-1-methyl-pyridinium iodide; triethylamine 1.) dichloromethane, reflux, 0.5 h, 2.) reflux, 10 h; Yield given. Multistep reaction;
参考文献
Okawara, Tadashi; Kanazawa, Yasunori; Yamasaki, Tetsuo; Furukawa, Mitsuru
Synthesis, 1987 , # 2 p. 183 - 184
反应条件
1: ethyl acetate 2: 350 °C / 15 - 20 Torr View Scheme
参考文献
Yoganathan, Sabesan; Miller, Scott J.
Organic Letters, 2013 , vol. 15, # 3 p. 602 - 605
反应条件
1: 1.) K2CO3 / 1.)MeOH, H2O, 15 min, r.t., 2.a) 5 to 10 deg C, 15 min, b) 24 h, r.t. 2: 64 percent / conc. HCl / 18 h / Heating View Scheme
参考文献
de Paolini
Gazzetta Chimica Italiana, 1926 , vol. 56, p. 758
Gazzetta Chimica Italiana, 1932 , vol. 62, p. 1053
反应条件
2: FeCl3, CH3COOH / CH2Cl2 / Ambient temperature View Scheme
参考文献
Cherest, Marc; Lusinchi, Xavier
Tetrahedron Letters, 1989 , vol. 30, # 6 p. 715 - 718
反应条件
1: 1.) K2CO3 / 1.)MeOH, H2O, 15 min, r.t., 2.a) 5 to 10 deg C, 15 min, b) 24 h, r.t. 2: 80 percent / N-bromosuccinimide, benzoyl peroxide / CCl4 / 8 h / Heating 3: 60 percent / AgBF4 / 1,2-dichloro-ethane / 18 h / 25 °C 4: 78 percent / conc. HCl / 18 h / Heating View Scheme
参考文献
Liebigs Annalen der Chemie, , # 10 p. 997 - 1004
反应条件
tetrabutylammonium (meta)periodate in dichloromethane Ambient temperature;
参考文献
Atkinson, Robert N.; Storey, Bernadette M.; King, S. Bruce
Tetrahedron Letters, 1996 , vol. 37, # 52 p. 9287 - 9290
反应条件
in diethyl ether T=20°C; 24 h; Product distribution;
参考文献
Leggio; Liguori; Napoli; Siciliano; Sindona
Journal of Organic Chemistry, 2001 , vol. 66, # 7 p. 2246 - 2250
反应条件
1: N-hydroxy-2-phenyl-acetamide With ethyl 2-cyano-2-(4-nitrophenylsulfonyloxyimino)acetate; N-ethyl-N,N-diisopropylamine in tetrahydrofuran
T=0°C; Lossen Rearrangement; 1.5 h;
2: benzylamine in tetrahydrofuran
T=20°C; Lossen Rearrangement; 4 h;
参考文献
Thalluri, Kishore; Manne, Srinivasa Rao; Dev, Dharm; Mandal, Bhubaneswar
Journal of Organic Chemistry, 2014 , vol. 79, # 9 p. 3765 - 3775
反应条件
2: alkali
View Scheme
参考文献
Miller,M.J. et al.
Journal of Organic Chemistry, 1977 , vol. 42, p. 1750 - 1761
反应条件
1: N-hydroxy-2-phenyl-acetamide With 4-methyl-morpholine; 2,4,6-trichloro-1,3,5-triazine in dichloroethane
T=0°C; Lossen rearrangement; 1.5 h; Inert atmosphere;
2: aniline in dichloroethane
T=0 - 84°C; Lossen rearrangement; 15 h; Inert atmosphere;
参考文献
Hamon, Florian; Prie, Gildas; Lecornue, Frederic; Papot, Sebastien
Tetrahedron Letters, 2009 , vol. 50, # 49 p. 6800 - 6802
