反应详情

温度

120 °C

To a 16 ml vial was loaded 2-bromo-4-(trifluoromethoxy)benzoic acid (225 mg, 0.79 mmol), sodium methylsulfinate (161 mg, 1.58 mmol), CuI (301 mg, 1.58 mmol), KOH (44 mg, 0.79 mmol, in 0.1 ml water) and 4 ml dimethyl sulfoxide. The reaction mixture was flushed with nitrogen, sealed and heated at 120° C. for 5 hours. After cooling to room temperature, it was diluted with 40 ml ether/ethyl acetate (1:1), 30 ml brine and 10 ml 3N HCl. The mixture was filtered through a pad of celite. The layers were separated, and the organic portion was dried over sodium sulfate, filtered and concentrated. The residue was purified with HPLC on a reverse phase column eluted with water and acetonitrile gradient solvent to give desire product as white solid.

1. customThe reaction mixture was flushed with nitrogen
2. customsealed
3. temperatureAfter cooling to room temperature
4. additionit was diluted with 40 ml ether/ethyl acetate (1:1), 30 ml brine and 10 ml 3N HCl
5. filtrationThe mixture was filtered through a pad of celite
6. customThe layers were separated
7. dry with materialthe organic portion was dried over sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated
10. customThe residue was purified with HPLC on a reverse phase column
11. washeluted with water and acetonitrile gradient solvent
12. customto give desire product as white solid