反应详情

温度

22 °C

14.8 g (0.080 mol) of 3-cyclopropyl-3-oxo-propionic acid tert-butyl ester are dissolved in 25 ml of MeOH and 1.93 g (0.080 mol) of magnesium are added. 7 ml of carbon tetrachloride are added dropwise while cooling in an ice bath and the reaction mixture is stirred at 22° C. for 1 hour to complete the reaction. After concentrating by evaporation, the residue is suspended in 100 ml of acetonitrile and, at 22° C., 16.31 g (0.073 mol) of 2-methyl-6-trifluoromethyl-nicotinoyl chloride (prepared in the manner described in Example P1), dissolved in 50 ml of acetonitrile, are added dropwise. After 6 hours, the reaction mixture is taken up in ethyl acetate and washed with saturated sodium bicarbonate solution. The separated ethyl acetate phase is washed with water, dried over sodium sulfate and concentrated by evaporation. The residue is dissolved in 160 ml of methylene chloride and 10 ml of trifluoroacetic acid are added dropwise at 22° C. After 18 hours, the reaction mixture is poured into water and extracted with methylene chloride. The methylene chloride phase is washed with water and then with brine, dried over sodium sulfate and concentrated by evaporation. 17.3 g (88% of theory) of 1-cyclopropyl-3-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-propane-1,3-dione are obtained in the form of an oil, which can be used further without purification.

1. temperaturewhile cooling in an ice bath
2. customthe reaction
3. concentrationAfter concentrating by evaporation
4. customis suspended in 100 ml of acetonitrile and, at 22° C.
5. additionare added dropwise
6. waitAfter 6 hours
7. washwashed with saturated sodium bicarbonate solution
8. washThe separated ethyl acetate phase is washed with water
9. dry with materialdried over sodium sulfate
10. concentrationconcentrated by evaporation
11. dissolutionThe residue is dissolved in 160 ml of methylene chloride
12. addition10 ml of trifluoroacetic acid are added dropwise at 22° C
13. waitAfter 18 hours
14. additionthe reaction mixture is poured into water
15. extractionextracted with methylene chloride
16. washThe methylene chloride phase is washed with water
17. dry with materialwith brine, dried over sodium sulfate
18. concentrationconcentrated by evaporation