Levulinic Acid → HCID 18415149, compound

Participants

Reaction Steps

N-(1-Naphthyl)-benzophenone hydrazone (1.0 equiv., 1.0 mmol, 322 mg), levulinic acid (1.5 equiv., 1.5 mmol, 0.18 mL), and TsOH.H2O (2 equiv., 2 mmol mmol, 380 mg) were dissolved in ethanol (10 mL) and heated to reflux for 15 hours. The reaction mixture was then cooled to room temperature, diluted with Et2O (5 mL), neutralized with a saturated NaHCO3 solution, and extracted with Et2O (3×10 mL). The organic extracts were then dried over Na2SO4, filtered and concentrated under vacuum. Purification by flash column chromatography (20% EtOAc/Hex) gave the title product as a yellow oil (238 mg, 0.89 mmol, 89% yield).

Provenance & Evidence