反应详情

3′-Methylpropiophenone (2.38 g; 16.1 mmol), N-bromosuccinimide (2.78 g; 16.1 mmol), and benzoyl peroxide (0.20 g) were added to carbon tetrachloride (60 ml), and the mixture was heated under reflux for 3 hours. The mixture was brought to room temperature, and insoluble matter was filtered off. The solvent was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1), to thereby yield 3.48 g of the target compound as pale yellow oily, matter (yield: 95.2%). 1H-NMR (CDCl3, ppm); 1.23 (3H, t, J=1.89 Hz), 3.01 (2H, q, J=1.89 Hz), 4.53 (3H, s), 7.42˜7.70 (2H, m), 7.79˜8.13 (2H, m).

1. temperaturethe mixture was heated
2. temperatureunder reflux for 3 hours
3. customwas brought to room temperature
4. filtrationinsoluble matter was filtered off
5. concentrationThe solvent was concentrated under reduced pressure
6. customthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1)