Реакция #41207

Уравнение реакции

4-piperazin-1-yl-phenol

methyl 3-bromo-butyrate

triethylamine

→

title compound

Выход 59.3%

3-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-butyric acid methyl ester

Выход 59.3%

Растворители

DMF

Условия реакции

Обработка

1. 1
   workup.ADDITIONThe mixture was poured onto water
2. 2
   Экстракцияextracted with ethyl acetate (50 ml×3)
3. 3
   ПромывкаThe combined organic layers were washed with brine
4. 4
   Сушкаdried over anhydrous Na2SO4
5. 5
   Другоеevaporated under vacuum to dryness
6. 6
   ДругоеThe residue was purified by silica gel flash chromatography (1% methanol in CH2Cl2)

Методика

To a mixture of 4-piperazin-1-yl-phenol (2 g, 11.2 mmol) and methyl 3-bromo-butyrate (2.03 g, 11.2 mmol) in DMF (5 mL) was added triethylamine (4.5 mL, 11.53 mmol) dropwise and the reaction mixture was stirred at ambient temperature overnight. The mixture was poured onto water and extracted with ethyl acetate (50 ml×3). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and evaporated under vacuum to dryness. The residue was purified by silica gel flash chromatography (1% methanol in CH2Cl2) to furnish the title compound (1.85 g, 59.3%); MS; m/z 279 (M+H).

Источник