Реакция #46917

Уравнение реакции

2,4′-dibromoacetophenone

ethyl acetoacetate

potassium carbonate

→

title compound

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

Растворители

2-butanone

Условия реакции

Обработка

1. 1
   Температураat reflux for 24 hours
2. 2
   ТемператураUpon cooling
3. 3
   Фильтрацияthe mixture was filtered over diatomaceous earth
4. 4
   Концентрированиеconcentrated
5. 5
   ДругоеThe residue was purified by chromatography with DCM

Методика

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.

Источник