N,N-二乙基-3-羟基苯甲酰胺合成路线 （共 12 条）
反应条件
diethyl ether; anhydrous butyl ether Erhitzen des vom Diaethylaether befreiten Reaktionsgemisches auf Siedetemperatur und anschliessende Hydrolyse;
参考文献
Couturier
Annales de Chimie (Cachan, France), 1938 , vol. <11> 10, p. 559,597
反应条件
1.1: potassium carbonate / acetone / 18 h / Reflux 2.1: N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether / 1 h / -78 °C / Inert atmosphere 2.2: 0.83 h / -78 - 20 °C / Inert atmosphere 2.3: 0 °C / pH 5 - 6 / Inert atmosphere 3.1: sodium tetrahydroborate / methanol / 0.75 h / 0 - 20 °C / Inert atmosphere 4.1: hydrogenchloride / methanol; water / 16 h / 0 °C / pH 4 - 5 / Inert atmosphere; Reflux 5.1: 1-trans-IODO-4-CYCLOHEXYL / N,N-dimethyl-formamide / 78 h / Reflux; Inert atmosphere View Scheme
参考文献
Egan, Ben A.; Paradowski, Michael; Thomas, Lynne H.; Marquez, Rodolfo
Organic Letters, 2011 , vol. 13, # 8 p. 2086 - 2089
反应条件
boron tribromide in dichloromethane
T=-78 - 20°C; 0.5 h; Inert atmosphere;
参考文献
Sperry, Jonathan; Gibson, Jennifer S.; Sejberg, Jimmy J. P.; Brimble, Margaret A.
Organic and Biomolecular Chemistry, 2008 , vol. 6, # 22 p. 4261 - 4270
反应条件
1: m-hydroxybenzoyl chloride; diethylamine in dichloromethane
T=0°C; 1 h;
2: diethylamine 18 h; Heating / reflux;
参考文献
ASTRAZENECA AB
Patent: WO2005/61484 A1, 2005 ;
Location in patent: Page/Page column 44-45 ;
WO 2005/061484 A1
反应条件
in water
T=20°C; UV-irradiationPhotolysis;
参考文献
Calza; Medana; Sarro; Baiocchi; Minero
Journal of Photochemistry and Photobiology A: Chemistry, 2013 , vol. 271, p. 99 - 104
反应条件
1: thionyl chloride; N,N-dimethyl-formamide / 1 h / Inert atmosphere; Neat (no solvent); Reflux
2: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
View Scheme
参考文献
Egan, Ben A.; Paradowski, Michael; Thomas, Lynne H.; Marquez, Rodolfo
Organic Letters, 2011 , vol. 13, # 8 p. 2086 - 2089
反应条件
1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C
1.2: 36 h / 20 °C
2.1: boron tribromide / dichloromethane / 1 h / 0 - 20 °C
View Scheme
参考文献
COATS, STEVEN J.; BIAN, HAIYAN; CONNOLLY, PETER J.; BIGNAN, GILLES; CAI, CHAOZHONG; DAX, SCOTT L.; DECORTE, BART L.; LIN, SHU-CHEN; LIU, LI; MACIELAG, MARK J.; PITIS, PHILIP M.; ZHANG, YUE-MEI; ZHU, BIN; HE, WEI
Patent: US2011/105520 A1, 2011 ;
反应条件
1: SOCl2
View Scheme
参考文献
Tilly,G.
Chimica Therapeutica, 1967 , vol. 2, p. 57 - 65
反应条件
anschliessendes Behandeln mit wss. Natronlauge;
参考文献
Couturier
Annales de Chimie (Cachan, France), 1938 , vol. <11> 10, p. 559,597
反应条件
1.1: potassium carbonate / acetone / 18 h / Reflux
2.1: N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether / 1 h / -78 °C / Inert atmosphere
2.2: 0.83 h / -78 - 20 °C / Inert atmosphere
2.3: 0 °C / pH 5 - 6 / Inert atmosphere
3.1: sodium tetrahydroborate / methanol / 0.75 h / 0 - 20 °C / Inert atmosphere
4.1: hydrogenchloride / methanol; water / 16 h / 0 °C / pH 4 - 5 / Inert atmosphere; Reflux
View Scheme
参考文献
Egan, Ben A.; Paradowski, Michael; Thomas, Lynne H.; Marquez, Rodolfo
Organic Letters, 2011 , vol. 13, # 8 p. 2086 - 2089
