Réaction #41207

Équation de réaction

4-piperazin-1-yl-phenol

methyl 3-bromo-butyrate

triethylamine

→

title compound

Rendement 59.3%

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

Rendement 59.3%

Solvants

DMF

Conditions de réaction

Traitement

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

Mode opératoire

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).

Source