反应详情

Sodium metal (0.28 g, 12.3 mmole) was dissolved in dry methanol (12.3 ml) and to this solution was added 3-trifluoromethyl-5-acetylaminoisoxazole (2.38 g, 12.26 mmole). After stirring at room temperature for 15 minutes, the mixture was concentrated in vacuo and dry benzene (12.3 ml) was added to the residue. The mixture was concentrated in vacuo and dry benzene (18.4 ml) and dimethyl sulfate (1.55 g, 12.3 mmole) were added to the residue, followed by refluxing for 2 hours. After cooling, the precipitated crystals were filtered off. The filtrate was washed with a 8% solution of sodium bicarbonate and concentrated in vacuo. A 5% solution of sodium hydroxide (11.8 g) was added to the residue and the mixture was sitrred at room temperature for 2 hours. It was extracted with methylene chloride and the methylene chloride layer was dried with anhydrous sodium sulfate. The extract was concentrated in vacuo and the resulting residue was recrystallized from cyclohexane to give the title compound as colorless columns. Yield: 1.41 g (65.4%). m.p. 48.5°-50.0° C.

1. concentrationthe mixture was concentrated in vacuo and dry benzene (12.3 ml)
2. additionwas added to the residue
3. additionwere added to the residue
4. temperatureby refluxing for 2 hours
5. temperatureAfter cooling
6. filtrationthe precipitated crystals were filtered off
7. washThe filtrate was washed with a 8% solution of sodium bicarbonate
8. concentrationconcentrated in vacuo
9. additionA 5% solution of sodium hydroxide (11.8 g) was added to the residue
10. waitthe mixture was sitrred at room temperature for 2 hours
11. extractionIt was extracted with methylene chloride
12. dry with materialthe methylene chloride layer was dried with anhydrous sodium sulfate
13. concentrationThe extract was concentrated in vacuo
14. customthe resulting residue was recrystallized from cyclohexane