反应详情

Chloroacetyl chloride (14.0 ml) was added dropwise to a mixture of 2-benzylamino-2-methyl-1,3-propanediol (28.5 g), potassium carbonate (30.3 g) in dichloromethane (150 ml) and water (150 ml) at 0° C., and the whole was stirred at room temperature for 2 hours. The mixture was extracted with dichloromethane and the extract was washed successively with water, 1N hydrochloric acid and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was dissolved in tert-butanol (400 ml) and the solution was added potassium tert-butoxide (16.38 g) portionwisely and the whole was refluxed for 30 minutes. After cooling, the solvent was removed by evaporation and ethyl acetate and water were added thereto. The organic layer was separated, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel with a mixture of ethyl acetate and n-hexane (1:1) as an eluent to give 4-benzyl-5-hydroxymethyl-5-methyl-3-morpholinone (10.89 g).

1. extractionThe mixture was extracted with dichloromethane
2. washthe extract was washed successively with water, 1N hydrochloric acid and brine
3. dry with materialdried over magnesium sulfate
4. customevaporated in vacuo
5. dissolutionThe residue was dissolved in tert-butanol (400 ml)
6. additionthe solution was added potassium tert-butoxide (16.38 g) portionwisely
7. temperaturethe whole was refluxed for 30 minutes
8. temperatureAfter cooling
9. customthe solvent was removed by evaporation and ethyl acetate and water
10. additionwere added
11. customThe organic layer was separated
12. dry with materialdried over magnesium sulfate
13. customevaporated in vacuo
14. customThe residue was purified by column chromatography on silica gel with a mixture of ethyl acetate and n-hexane (1:1) as an eluent