Diketene → 2-[4-(Pyridin-2-yl)piperazin-1-yl]ethyl 3-oxobutanoate

Participants

Reaction Steps

To a solution of 4-(2-pyridyl)-1-piperazineethanol (4.65 g) in toluene (3 ml) was added dropwise diketene (2.26 g) under stirring at 70°-80° C. The mixture was further stirred at room temperature for an hour and purified by silica gel chromatography [eluent: dichloromethanemethanol (95:5)] to give 2-[4-(2-pyridyl)-1-piperazinyl]ethyl acetoacetate as an oil (5.12 g, 78.3%). IR(Neat): 1740, 1715 cm-1. NMR(CDCl3)δ: 2.26(3H, s), 2.47-2.79(6H, m), 3.40-3.64(6H, m), 4.27(2H, t, J=6), 6.43-6.69(2H, m), 7.24-7.56(1H, m), 8.02-8.18(1H, m).

Provenance & Evidence