反应详情

In an atmosphere of nitrogen, 3.32 g of 4-(3-methylbutylidene)-1-cyclohexanone and 5.35 g of benzyl 3-aminopropionate were added to 35 ml of dioxane and stirred at ambient temperature for 30 minutes, after which 2.25 g of mercaptoacetic acid was added and the resulting mixture was stirred under reflux for 3 hours. The reaction mixture was poured into a mixture of ice water and ethyl acetate, pH was adjusted to 2.0 with 2 mol/L hydrochloric acid, and the organic layer was separated. The organic layer was washed successively with water, saturated aqueous solution of sodium hydrogen carbonate and saturated aqueous solution of sodium chloride and then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by column chromatography (eluent: hexane:ethyl acetate=6:1) gave 4.36 g of benzyl 3-[8-(3-methylbutylidene)-3-oxo-1-thia-4-azaspiro[4.5]decan-4-yl]-propionate as a light yellow oily product.

1. stirringthe resulting mixture was stirred
2. temperatureunder reflux for 3 hours
3. customthe organic layer was separated
4. washThe organic layer was washed successively with water, saturated aqueous solution of sodium hydrogen carbonate and saturated aqueous solution of sodium chloride
5. dry with materialdried over anhydrous magnesium sulfate
6. distillationthe solvent was distilled off under reduced pressure
7. customPurification of the residue by column chromatography (eluent: hexane:ethyl acetate=6:1)