反应详情

2-Bromo-6-fluoroaniline (43.2 mmol, 8.2 g) was dissolved in pyridine (124 mmol, 10 mL). Pivaloyl chloride (57.15 mmol, 7.0 mL) was added to the mixture. Reaction was stirred at room temperature for 3 hours. Reaction mixture was concentrated in vacuo. Residue was treated with ethyl acetate (50 mL). Mixture was washed 2×1N HCl, 1× brine. Organic layer was dried (magnesium sulfate), filtered and concentrated in vacuo. Residue was treated with hexanes and triturated. Resulting solids were filtered off, washed with hexanes then dried in vacuo. Title compound was obtained as white solid in 76% yield. 1H NMR (300 MHz, CDCl3): δ=7.39-7.31 (m, 1H), 7.14-7.03 (m, 2H), 6.98 (bs, 1H), 1.34 (s, 9H). MS m/e (M+H)+=274.1, 276.1.

1. customReaction
2. customReaction mixture
3. concentrationwas concentrated in vacuo
4. additionResidue was treated with ethyl acetate (50 mL)
5. washMixture was washed 2×1N HCl, 1× brine
6. dry with materialOrganic layer was dried (magnesium sulfate)
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. additionResidue was treated with hexanes
10. customtriturated
11. customResulting solids
12. filtrationwere filtered off
13. washwashed with hexanes
14. customthen dried in vacuo