反应详情

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 was dissolved in tetrahydrofuran, to this was added 0.7 ml of thionyl chloride while stirring, then, the mixture was heated while stirring under reflux condition for 2 hours. Then, the solution was allowed to cool, concentrated, then, dissolved in 3 ml of tetrahydrofuran (hereinafter, referred to as Solution B). 0.7 ml of tetrahydrofuran was added to 0.05 g of allyl alcohol, and trisected portions of Solution B were added, then, 0.17 ml of pyridine was added. The mixture was stirred for 2 hours at room temperature, then, 2% aqueous hydrochloric acid was poured into the reaction solution, and extracted with ethyl acetate. The organic layer was washed with saturated saline, and dried over magnesium sulfate, then, concentrated. The residue was subjected to silica gel column chromatography (eluent: hexane/ethyl acetate=5/1) to obtain 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 3-20 of the present invention].

1. temperaturethe mixture was heated
2. stirringwhile stirring
3. temperatureunder reflux condition for 2 hours
4. temperatureto cool
5. concentrationconcentrated
6. dissolutiondissolved in 3 ml of tetrahydrofuran (hereinafter,
7. addition0.7 ml of tetrahydrofuran was added to 0.05 g of allyl alcohol
8. additionwere added
9. addition0.17 ml of pyridine was added
10. stirringThe mixture was stirred for 2 hours at room temperature
11. addition2% aqueous hydrochloric acid was poured into the reaction solution
12. extractionextracted with ethyl acetate
13. washThe organic layer was washed with saturated saline
14. dry with materialdried over magnesium sulfate
15. concentrationconcentrated