反应详情

A solution of 2,4-difluororesorcinol (0.50 g, 3.4 mmol) and hexamethylenetetraamine (0.96 g, 6.8 mmol) in 4 mL trifluoroacetic acid is heated to reflux for 24 hours. After cooling, the reaction is quenched by the addition of 2 mL 20% H2SO4, and then stirred for an additional hour. The reaction mixture is then poured into 50 mL water and extracted with EtOAc (50 mL×2), washed with brine (30 mL), dried over anhydrous MgSO4, and concentrated in vacuo. The residue is purified by sublimation to yield 0.35 g (59%) of Compound 13 as a colorless powder. Mp. 141°-143° C. 1H-NMR (DMSO-d6) δ 9.7 (s, 1H), 7.21 (dd, J=9.8; 6.5 Hz, 1H). 19 F-NMR(DMSO-d6) Φ 143.78 (t, J=9.8 Hz, 1F), 158.31 (d, J=6.5 Hz, 1F). Anal. calcd for C7H4F3O3 : C, 48.29; H, 2.32. Found: C, 47.87, H, 2.62.

1. temperatureto reflux for 24 hours
2. temperatureAfter cooling
3. customthe reaction is quenched by the addition of 2 mL 20% H2SO4
4. additionThe reaction mixture is then poured into 50 mL water
5. extractionextracted with EtOAc (50 mL×2)
6. washwashed with brine (30 mL)
7. dry with materialdried over anhydrous MgSO4
8. concentrationconcentrated in vacuo
9. customThe residue is purified by sublimation