反应详情

First, 1.0 g of [2-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}phenoxy]acetic acid (compound a-1) was dissolved in tetrahydrofuran, to which 0.7 ml of thionyl chloride was added under stirring, and the mixture was heated and stirred under reflux for 2 hours. After left for cooling and the subsequent concentration, the residue was dissolved in 3 ml of tetrahydrofuran (hereinafter referred to as solution B). Then, 0.7 ml of tetrahydrofuran was added to 0.05 g of allyl alcohol, to which a third part of solution B was added and 0.17 ml of pyridine was then added. After stirring at room temperature for 2 hours, 2% aqueous hydrochloric acid was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography (eluent: hexane/ethyl acetate=5/1) to give 0.08 g of allyl [2-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}phenoxy]acetate (compound a-21).

1. additionwas added
2. temperaturethe mixture was heated
3. stirringstirred
4. temperatureunder reflux for 2 hours
5. waitAfter left
6. temperaturefor cooling
7. concentrationthe subsequent concentration
8. dissolutionthe residue was dissolved in 3 ml of tetrahydrofuran (
9. additionThen, 0.7 ml of tetrahydrofuran was added to 0.05 g of allyl alcohol, to which a third part of solution B
10. additionwas added
11. addition0.17 ml of pyridine was then added
12. stirringAfter stirring at room temperature for 2 hours
13. addition2% aqueous hydrochloric acid was poured into the reaction mixture
14. extractionthe mixture was extracted with ethyl acetate
15. washThe organic layer was washed with saturated aqueous sodium chloride solution
16. dry with materialdried over magnesium sulfate
17. concentrationconcentrated