反应详情

5-Hydroxy-1-ethylpyrazol-4-yl 3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)phenyl ketone (300 mg) was dissolved in 2-butanone (10 mL), and potassium carbonate (130 mg) and tetrabutylammonium bromide (15 mg) were added. After stirring at room temperature for 10 minutes, 1-chloroethyl methyl carbonate (purity: 85%, 270 mg) was added at room temperature, followed by heating and refluxing for 3 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and poured into water and then extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid and a saturated sodium chloride aqueous solution, followed by drying over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The obtained residue was purified by column chromatography with n-hexane:ethyl acetate=1:1, to obtain the desired product (180 mg) as slightly yellow solid. The NMR spectrum data of this product are as follows.

1. temperatureby heating
2. temperaturerefluxing for 3 hours
3. customAfter completion of the reaction
4. temperaturethe reaction mixture was cooled to room temperature
5. extractionextracted with ethyl acetate
6. washThe organic layer was washed with 1N hydrochloric acid
7. dry with materialby drying over anhydrous sodium sulfate
8. distillationThe solvent was distilled off under reduced pressure
9. customThe obtained residue was purified by column chromatography with n-hexane