1,4-环己二酮单乙二醇缩酮合成路线 （共 270 条）
反应条件
sodium hydroxide in dichloromethane; water
24 h; Heating / reflux;
参考文献
Pfizer Inc
Patent: US6664258 B1, 2003 ;
Location in patent: Page column 22 ;
反应条件
sodium hydride in tetrahydrofuran; dimethyl sulfoxide
T=0 - 25°C; Corey-Chaykovsky reaction; 16 h;
参考文献
Ciaccio, James A.; Drahus, Antoinette L.; Meis, Regina M.; Tingle, Carice T.; Smrtka, Michael; Geneste, Richard
Synthetic Communications, 2003 , vol. 33, # 12 p. 2135 - 2143
反应条件
potassium hydroxide in methanol; water
T=0°C; 1 h; Yields of byproduct given;
参考文献
Alonso, Francisco; Mico, Irene; Najera, Carmen; Sansano, Jose M.; Yus, Miguel; et al.
Tetrahedron, 1995 , vol. 51, # 37 p. 10259 - 10280
反应条件
in diethyl ether; ethanol
2 h; Yield given. Yields of byproduct given;
参考文献
Alonso, Francisco; Mico, Irene; Najera, Carmen; Sansano, Jose M.; Yus, Miguel; et al.
Tetrahedron, 1995 , vol. 51, # 37 p. 10259 - 10280
反应条件
1: 1.) Mg / 1.) THF, reflux, 2.) reflux, 24 h
2: KHSO4 / chlorobenzene / 12 h / Heating
3: 85percent acetic acid / 3 h / 100 °C
4: 56 percent / H2 / 5percent Rh/C / ethyl acetate / 6 h / 31028.9 Torr / Ambient temperature
View Scheme
参考文献
Zhang, Yifan; Schuster, Gary B.
Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1855 - 1862
反应条件
1: 1.) NaH / 1.) DME, 0 deg C, 1 h, 2.) DME, r.t., 3 h
2: 91 percent / H2 / 5percent Pd/C / methanol
3: tetrahydrofuran; diethyl ether / 1 h / 0 °C
4: 3percent aq. H2SO4 / acetone
View Scheme
参考文献
Yamamoto, Takayoshi; Eki, Toshiko; Nagumo, Shinji; Suemune, Hiroshi; Sakai, Kiyoshi
Tetrahedron, 1992 , vol. 48, # 22 p. 4517 - 4524
反应条件
1: CeCl3*7H2O; NaBH4 / methanol / 0.5 h / 20 °C
2: imidazole / dimethylformamide / 20 °C
3: 81 percent / NaI; CeCl3*7H2O / acetonitrile / 1 h / Heating
4: 95 percent / potassium hexamethyldisilazide / tetrahydrofuran; toluene / 4 h / -78 °C
View Scheme
参考文献
Carreno, M. Carmen; Urbano, Antonio; Di Vitta, Claudio
Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8320 - 8330
反应条件
1.1: ethanol / 20 °C
2.1: anhydrous butyl ether / 1 h / 15 - 32 °C
3.1: hydrogenchloride / isopropyl alcohol / 16 h / 5 - 25 °C
4.1: sodium hydroxide / water; 2-methyl tetrahydrofuran / pH > 12
4.2: 16 h / 65 °C
5.1: hydrogenchloride / water / 1 h / 65 °C / pH 1
5.2: 15 - 25 °C / pH >= 12
View Scheme
参考文献
Gruenenthal GmbH
Patent: US2012/149914 A1, 2012 ;
反应条件
hydrogenchloride in methanol; water
T=20°C; 72 h; Cooling with ice;
参考文献
Gruenenthal GmbH
Patent: US2010/48554 A1, 2010 ;
Location in patent: Page/Page column 10 ;
反应条件
hydrogenchloride in methanol; water
T=0 - 20°C; 74 h; Product distribution / selectivity;
参考文献
GRUNENTHAL GMBH
Patent: US2009/156593 A1, 2009 ;
Location in patent: Page/Page column 8 ;
