顺-5-降冰片烯-外型-2,3-二甲酸酐合成路线 (共 22 条)
反应条件
1: 220 °C 2: acetic acid; zinc-powder View Scheme
参考文献
Pirsch
Monatshefte fuer Chemie, 1955 , vol. 86, p. 216,220
Microchimica Acta, 1956 , p. 992,1000
反应条件
1.1: QNH / toluene; tetrachloromethane / Inert atmosphere 1.2: -55 - 25 °C 2.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0 °C / Inert atmosphere 2.2: 0 - 25 °C 3.1: hydrogen / 5 palladium on charcoal / ethyl acetate / 16 h / 25 °C 4.1: sodium acetate; sodium cyanoborohydride / methanol / 16 h / 25 °C / Molecular sieve View Scheme
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/124450 A1, 2008 ;
反应条件
3H3N*O4V(3-); nitric acid
参考文献
Moldavskii,B.L.; Babel',V.G.
J. Appl. Chem. USSR (Engl. Transl.), 1963 , vol. 36, # 7 p. 1614 - 1615,1553 - 1554
反应条件
1.1: palladium on activated charcoal; hydrogen / 25 - 35 °C / 3750.38 Torr / |Inert atmosphere; |Autoclave 2.1: tetrahydrofuran / 0.17 h / 25 - 35 °C 2.2: 0 - 35 °C 3.1: potassium carbonate; dibenzo-18-crown-6 / anhydrous xylene / 3 h 4.1: methanol / 0.17 h / 60 - 65 °C 4.2: 1 h / 60 - 65 °C View Scheme
反应条件
1: 95.9 percent / H2 / 10percent Pd-C/ 50percent H2O / tetrahydrofuran / 1.5 h / Ambient temperature 2: 59 percent / pyridine / Heating View Scheme
参考文献
Ishizumi; Kojima; Antoku
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 9 p. 2288 - 2300
反应条件
lithium aluminium tetrahydride
参考文献
Long, Toby R.; Maity, Pradip K.; Samarakoon, Thiwanka B.; Hanson, Paul R.
Organic Letters, 2010 , vol. 12, # 13 p. 2904 - 2907
反应条件
hydrogen; palladium on activated charcoal in tetrahydrofuran P=75.006 Torr;
参考文献
Cannone, Persephone; Belanger, Denis; Lemay, Gilles
Journal of Organic Chemistry, 1982 , vol. 47, # 20 p. 3953 - 3959
反应条件
platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in xylene T=80 - 90°C; 2 h;
参考文献
Hitachi Chemical Company, Ltd.
Patent: US2011/301362 A1, 2011 ;
Location in patent: Page/Page column 6-7 ;
反应条件
hydrogen; palladium on activated carbon in tetrahydrofuran Product distribution / selectivity;
参考文献
Hitachi Chemical Co., Ltd.
Patent: EP1669342 A1, 2006 ;
Location in patent: Page/Page column 18-19 ;
反应条件
T=190°C; Gleichgewichtsgemisch;
参考文献
Craig
Journal of the American Chemical Society, 1951 , vol. 73, p. 4889,4891