反应详情

To a solution of 1-[(4-methoxy)phenyl]-3-(trifluoromethyl)-4-(ethoxycarbonyl)-5-(2-furyl)pyrazole (1.0 g, 2.63 mmol) in 4:4:6 carbon tetrachloride/acetonitrile/water was added sodium periodate (2.5 g, 11.8 mmol) and ruthenium (III) chloride monohydrate (11 mg, 0.05 mmol). The resulting biphasic reaction was stirred vigorously at ambient temperature for 24 h. The reaction was quenched with 10% aq HCl and diluted with ethyl acetate. The organics were washed with brine, dried (MgSO4), filtered through a pad of Celite and concentrated. The residue was dissolved in 1:1 hexanes/ethyl acetate and extracted with sat'd aq Na2CO3 (2 times). The combined aqueous extracts were acidified and extracted with ethyl acetate. The ethyl acetate extracts were washed with brine, dried (MgSO4) and concentrated to afford 0.5 g (53%) of the title compound as a solid. LRMS (ES−): 357.0 (M−H)−.

1. customThe resulting biphasic reaction
2. customThe reaction was quenched with 10% aq HCl
3. additiondiluted with ethyl acetate
4. washThe organics were washed with brine
5. dry with materialdried (MgSO4)
6. filtrationfiltered through a pad of Celite
7. concentrationconcentrated
8. dissolutionThe residue was dissolved in 1:1 hexanes/ethyl acetate
9. extractionextracted with sat'd aq Na2CO3 (2 times)
10. extractionextracted with ethyl acetate
11. washThe ethyl acetate extracts were washed with brine
12. dry with materialdried (MgSO4)
13. concentrationconcentrated