Sulfuric Acid → HCID 67198831, compound

Participants

Reaction Steps

(±)-(1R,5S)-3-vinylspiro[bicyclo[3.2.0]hept-3-ene-6,2′-[1,3]dioxolane] (990 mg, 5.55 mmol) was dissolved in a mixed solvent of acetonitrile (16 mL) and water (7 mL). To the solution, 2 M sulfuric acid (2.60 mL) was added with stirring at room temperature. The mixture was stirred at room temperature for 7 hours, and the reaction solution was then neutralized by the addition of a saturated aqueous solution of sodium bicarbonate, followed by extraction with ethyl acetate. The organic layer was washed with saturated saline and dried over anhydrous sodium sulfate. The residue was filtered and concentrated under reduced pressure. Then, the compound of interest was obtained as an oil substance (710 mg, 55%, Major/Minor=2/1) in the same way as in Example (11-e) from the obtained (1R,5S)-3-vinylbicyclo[3.2.0]hept-3-en-6-one.

Provenance & Evidence