反应详情

To a stirred mixture of N-tertbutoxyacetyl-2-(4-hydroxyphenyl)propyl-2-propanesulfonamide (4.0 g, 11.2 mmol) in acetone (40 mL) was added potassium carbonate (4.64 g, 33.6 mmol) under nitrogen. The resulting mixture was stirred 30 minutes at ambient temperature. Next, 1-bromo-2-chloroethane (1.12 ml, 13.4 mmol) was added and the resulting mixture was heated to reflux while stirring for 48 h. The resulting mixture was cooled and partitioned between ethyl acetate and water. The organic layer was washed with water (2×50 mL) and brine (1×50 mL), dried over magnesium sulfate, and filtered. Evaporation of the filtrate in vacuo followed by chromatography on silica gel eluting with ethyl acetate-hexane gave 1.5 g (32%) of the pure title compound.

1. temperaturethe resulting mixture was heated
2. temperatureto reflux
3. stirringwhile stirring for 48 h
4. temperatureThe resulting mixture was cooled
5. custompartitioned between ethyl acetate and water
6. washThe organic layer was washed with water (2×50 mL) and brine (1×50 mL)
7. dry with materialdried over magnesium sulfate
8. filtrationfiltered
9. customEvaporation of the filtrate in vacuo