反应详情

4-(4-Bromophenyl)-4-oxobutyric acid (86.4 g, 0.336 mol) (Preparation 1) in MeOH (1.7 l) containing H2SO4 (86 ml) was refluxed for 21 h. After cooling, the light precipitate was filtered off and the reaction mixture concentrated to dryness. The obtained solid was placed in water and extracted twice with EtOAc. The organic layer was washed with diluted NaOH and twice with brine, dried over Na2SO4 and concentrated to yield the desired 4-(4-bromophenyl)-4-oxobutyric acid methyl ester as a low melting point solid (87.5 g, mp=50° C.). 1H NMR (CDCl3): 7.85 (2H, d, J=8.5 Hz), 7.60 (2H, d, J=8.5 Hz), 3.71 (3H, s), 3.28 (2H, t, J=6.5 Hz), 2.76 (2H, t, J=6.5 Hz).

1. temperaturewas refluxed for 21 h
2. temperatureAfter cooling
3. filtrationthe light precipitate was filtered off
4. concentrationthe reaction mixture concentrated to dryness
5. extractionextracted twice with EtOAc
6. washThe organic layer was washed with diluted NaOH and twice with brine
7. dry with materialdried over Na2SO4
8. concentrationconcentrated