1,4-环己二酮单乙二醇缩酮合成路线 (共 270 条)
反应条件
1.1: benzotriazole / benzene / 2 h / Heating 1.2: NaBH4 / tetrahydrofuran / 3 h / Heating 2.1: 10 percent aq. HCl / acetone / 20 °C View Scheme
参考文献
Paluchowska, Maria H.; Mokrosz, Maria J.; Bojarski, Andrzej; Wesolowska, Anna; Borycz, Jolanta; Charakchieva-Minol, Sijka; Chojnacka-Wojcik, Ewa
Journal of Medicinal Chemistry, 1999 , vol. 42, # 24 p. 4952 - 4960
反应条件
1: 1.) Mg / 1.) THF, reflux, 2.) reflux, 24 h 2: KHSO4 / chlorobenzene / 12 h / Heating View Scheme
参考文献
Dongjin Semichem Co., Ltd.,
Patent: US2011/237849 A1, 2011 ;
反应条件
1: in methanol T=20°C; 2 h; 2: With sodium cyanoborohydride; acetic acid in methanol T=20°C; pH=6; 3: With sodium hydroxide in methanol; dichloromethane
参考文献
SUVEN LIFE SCIENCES INC.
Patent: WO2007/46111 A1, 2007 ;
Location in patent: Page/Page column 16 ;
WO 2007/046111 A1
反应条件
sodium cyanoborohydride; acetic acid; dimethyl amine in 2,3-dihydroxybutanedioic acid
参考文献
Eli Lilly and Company
Patent: US5998630 A1, 1999 ;
US 5998630 A
反应条件
1: in 1,2-dichloro-ethane T=20°C; 2 h; Inert atmosphere; 2: With sodium tris(acetoxy)borohydride in 1,2-dichloro-ethane T=20°C; 3: With sodium hydrogencarbonate in 1,2-dichloro-ethane 0.5 h;
参考文献
ALMIRALL, S.A.; PRAT QUINONES, Maria; FONQUERNA POU, Silvia; PUIG DURAN, Carlos; LUMERAS AMADOR, Wenceslao; AIGUADE BOSCH, Jose; CATURLA JAVALOYES, Juan Francisco
Patent: WO2011/141180 A1, 2011 ;
Location in patent: Page/Page column 48-49 ;
WO 2011/141180 A1
反应条件
1.1: toluene / 2 h / Reflux 1.2: 15 - 20 °C 2.1: potassium carbonate; potassium iodide / 1-methyl-pyrrolidin-2-one / 24 h / 80 °C View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Patent: US2011/98282 A1, 2011 ;
反应条件
toluene-4-sulfonic acid in toluene 48 h; Heating;
参考文献
Vilsmaier; Fath; Maas
Synthesis, 1991 , # 12 p. 1142 - 1147
反应条件
(i) NaH, toluene, (ii) LiAlH4, Et2O, (iii) aq. AcOH; Multistep reaction;
参考文献
Green,M.M.; Djerassi,C.
Journal of the American Chemical Society, 1967 , vol. 89, p. 5190 - 5198
反应条件
1.1: 80 percent / tetrahydrofuran / 1.5 h / -20 - 20 °C 2.1: H3B:SMe2 / tetrahydrofuran 2.2: 75 percent / H2O2; NaOAc / tetrahydrofuran View Scheme
参考文献
Nicolaou; Magolda; Claremon
Journal of the American Chemical Society, 1980 , vol. 102, # 4 p. 1404 - 1409
反应条件
magnesium 1.) THF, reflux, 2.) reflux, 24 h; Yield given. Multistep reaction;
参考文献
Journal of Organic Chemistry, , vol. 59, # 7 p. 1855 - 1862