Potassium Iodide → Ethyl 3-[4-(2-methoxyphenyl)piperazin-1-yl]butanoate

Participants

Reaction Steps

A slurry of 1-(2-methoxyphenyl)piperazine hydrochloride (5 g, 21.86 mmol), ethyl 3-bromobutyrate (4.48 g, 22.96 mmol), potassium carbonate (10.57 g, 76.51 mmol) and a catalytic amount of potassium iodide (0.362 g, 2.18 mmol) in acetonitrile (50 mL) was heated at reflux for 18 hrs. After cooling at room temperature, the reaction mixture was added to water (100 mL) and the aqueous phase was extracted with AcOEt (100 mL). The organic phase was washed with water (2×75 mL), brine (75 mL), dried over MgSO4 and evaporated to dryness. The resulting light yellow oil was purified by flash chromatography (Biotage Isolute SI, 40 g column, gradient hexane to 33% ethyl acetate in hexane) and afforded 2.8 g (42%) ethyl 3-[4-(2-methoxyphenyl)piperazin-1-yl]butanoate D11 as a colourless oil.

Provenance & Evidence