反应详情

4.8 g of 10-methoxymethylene-8-aza-blcyclo[4.3.1]decane-8-carboxylic acid tert-butyl ester are dissolved in 180 ml of CH3CN, 1.94 g of cerium trichloride heptahydrate and 390 mg of sodium iodide are added and the mixture obtained is stirred at 40° overnight. From the mixture obtained solvent is evaporated and the evaporation residue obtained is dissolved in EtAc. The mixture obtained is extracted with aqueous 1M HCl, aqueous, saturated NaHCO3-solution and brine. The organic layer obtained is dried, solvent is evaporated and the evaporation residue obtained is subjected to filtration over silica gel with EtAc/c-Hex (1:4→1:2). 10-Formyl-8-aza-bicyclo[4.3.1]decane-8-carboxylic acid tert-butyl ester is obtained. m.p.: 55-60°; 13C-NMR: 204.53, 155.28, 78.00, 55.40, 32.44, 32.12, 30.06, 28.89, 27.29.

1. customthe mixture obtained
2. customFrom the mixture obtained solvent
3. customis evaporated
4. customthe evaporation residue obtained
5. dissolutionis dissolved in EtAc
6. customThe mixture obtained
7. extractionis extracted with aqueous 1M HCl
8. customThe organic layer obtained
9. customis dried
10. customsolvent is evaporated
11. customthe evaporation residue obtained
12. filtrationis subjected to filtration over silica gel with EtAc/c-Hex (1:4→1:2)