反应详情

A solution of 1-azabicyclo[3.2.1]octan-6-one (41.25 g, 0.33 mol), acetic acid (2 ml), ammonium acetate (1.25 g) and ethyl cyanoacetate (37 g, 0.33 mol) in toluene (500 ml) was refluxed with a Dean-Stark water separator for 40 h. The toluene phase was extracted with 3×200 ml 5M HCl solution. The water phase was basified with 28% ammonium hydroxide solution and extracted with ether (4×200 ml). The organic phases were dried over magnesium sulfate and evaporated. The residue was purified by column chromatography (eluent CH2Cl2 /MeOH (9:1), yield 41 g of the title compound.

1. extractionThe toluene phase was extracted with 3×200 ml 5M HCl solution
2. extractionextracted with ether (4×200 ml)
3. dry with materialThe organic phases were dried over magnesium sulfate
4. customevaporated
5. customThe residue was purified by column chromatography (eluent CH2Cl2 /MeOH (9:1), yield 41 g of the title compound