Reacción #46917

Ecuación de reacción

2,4′-dibromoacetophenone

ethyl acetoacetate

potassium carbonate

→

title compound

ethyl 2-acetyl-4-(4-bromophenyl)-4-oxobutanoate

Disolventes

2-butanone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 24 hours
2. 2
   TemperaturaUpon cooling
3. 3
   Filtraciónthe mixture was filtered over diatomaceous earth
4. 4
   Concentraciónconcentrated
5. 5
   OtroThe residue was purified by chromatography with DCM

Procedimiento

A mixture of 2,4′-dibromoacetophenone (3.0 g, 10.8 mmol), ethyl acetoacetate (1.48 mL, 10.8 mmol) and potassium carbonate (4.5 g, 32.4 mmol) were heated in 2-butanone (50 mL) at reflux for 24 hours. Upon cooling, the mixture was filtered over diatomaceous earth and concentrated. The residue was purified by chromatography with DCM to provide the title compound as an oil. 1H NMR (CDCl3) δ ppm 1.30 (3H), 2.10 (3H), 3.19 (2H), 3.75 (1H), 4.15 (2H), 7.50 (2H), 7.81 (2H); MS (ESI) m/z 326/328.

Fuente