反应详情

Bromine (16.5 mL, 0.32 mmol) was added to 1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methylpyrimidine-2,4(1H,3H)-dione 1c (48.5 g, 0.16 mol) in 145 mL of acetic acid. The resulting mixture became clear then formed precipitate within an hour. After 2 hours stirring, the yellow solid was filtered and washed with cold EtOAc to an almost white solid. The filtrate was washed with sat. NaHCO3 and dried over Na2SO4. Evaporation gave a yellow solid which was washed with EtOAC to give a light yellow solid. The two solids were combined to give 59.4 g of 1d (0.156 mol) total. 1H NMR (CDCl3) δ 2.4 (s, 3H), 5.48 (s, 2H), 7.25–7.58 (m, 3H), 8.61 (s, 1H); MS (CI) m/z 380.9 (MH+).

1. customThe resulting mixture became clear then formed precipitate within an hour
2. filtrationthe yellow solid was filtered
3. washwashed with cold EtOAc to an almost white solid
4. washThe filtrate was washed with sat. NaHCO3
5. dry with materialdried over Na2SO4
6. customEvaporation
7. customgave a yellow solid which
8. washwas washed with EtOAC
9. customto give a light yellow solid