Trifluoromethyluracil → 1-Ethyl-5-trifluoromethyl uracil

Participants

Reaction Steps

To a stirred mixture of 5-trifluoromethyl uracil (1.8 g, 10 mmol) and powdered anhydrous potassium carbonate (1.38 g, 10 mmol) in DMF (50 mL), was added iodoethane (0.8 mL, 10 mmol). After stirring overnight at room temperature, the mixture was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent ethyl acetate:hexane (1:1)) to afford 563 mg (27%) of 1-ethyl-5-trifluoromethyl uracil as a white solid. m.p. 259-260° C.; 1H-NMR (200 MHz, CDCl3/CD3OD) δ 1.35 (3H, d, J=7.2 Hz), 3.87 (2H, q, J=7.2 Hz), 7.94 (1H, s); m/z (EI) 208 (M+).

Provenance & Evidence