Diethyl Sulfate → HCID 19047533, compound

Participants

Reaction Steps

To a mixture of 1-(3-furyl)-1-hydroxy-2-propyne (20.0 g, 0.163 mol), hexane (200 mL) and THF (25 mL) was added tetrabutylammonium bromide (1.05 g, 0.0032 mol), 50% NaOH (150 mL) and then diethylsulfate (30.0 g, 0.195 mol) at 0° C. The mixture was stirred for 3 hours at room temperature, poured into ice, and extracted with ethyl acetate. The combined organic layers were wasted with brine, dried over Na2SO4 and concentrated in vacuo. The residue was distilled at 70°-84° C. and (10 mmHg) to afford 1-(3-furyl)-1-ethoxy-2-propyne.

Provenance & Evidence