Allyl iodide → Benzyl 3-oxo-4-(prop-2-en-1-yl)piperazine-1-carboxylate

Participants

Reaction Steps

Add to a solution of 4-benzyloxycarbonylpiperazin-2-one (1.6 g, 6.8 mmol) in dry THF (10 mL/mmol) under nitrogen, sodium hydride (188 mg, 7.4 mmol, 60% dispersion in mineral oil) in one portion and stir at room temperature for 30 min. Add allyl iodide (0.9 mL, 10 mmol) and stir at room temperature overnight. Concentrate, add ethyl acetate and wash with water, saturated aqueous sodium chloride solution, dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 1:1 hexanes/ethyl acetate) to give the title compound as an oil (1.3 g, 72%).

Provenance & Evidence