Реакция #5906

Уравнение реакции

water

Sodium hydride

diethyl malonate

2-chloro-1-(4-fluorophenyl)-1-propanone

→

ethyl 2-ethoxycarbonyl-3-(4-fluorobenzoyl)butanoate

Растворители

dimethylformamide

dimethylformamide

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added in small aliquots
2. 2
   ДругоеThe resulting reaction mixture
3. 3
   ЭкстракцияThe mixture was extracted with petroleum ether (b.p. 40°-60° C.) (3×50 ml)
4. 4
   Другоеthe combined organic extracts were evaporated under reduced pressure

Методика

Sodium hydride (50% oil dispersion, 3.5 g) was added with caution to a cooled solution of diethyl malonate (11.85 ml) in dimethylformamide (10 ml). The reaction mixture was stirred at room temperature for 30 minutes before a solution of 2-chloro-1-(4-fluorophenyl)-1-propanone (12.13 g) in dimethylformamide (50 ml) was added in small aliquots. The resulting reaction mixture was stirred for 2 hours at room temperature and then water (35 ml) was added. The mixture was extracted with petroleum ether (b.p. 40°-60° C.) (3×50 ml) and the combined organic extracts were evaporated under reduced pressure to afford ethyl 2-ethoxycarbonyl-3-(4-fluorobenzoyl)butanoate (15.92 g).

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