Reacción #41207

Ecuación de reacción

4-piperazin-1-yl-phenol

methyl 3-bromo-butyrate

triethylamine

→

title compound

Rendimiento 59.3%

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

Rendimiento 59.3%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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).

Fuente