Coumarin → HCID 2300725, compound

Participants

Reaction Steps

A slurry of coumarin (14.6 g, 0.10 mol) and potassium hydroxide (83 g, 1.48 mol) in 300 mL dimethyl sulfoxide was stirred at ambient temperature for 4 hours. Allyl bromide (8.66 mL, 0.10 mol) was added over 5 minutes and the reaction stirred at ambient temperature for 30 minutes. The mixture was poured into ice water, the solution filtered and then acidified (pH<3.0) with hydrochloric acid. The solid was filtered, air dried, then recrystallized from methlcyclohexane to yield cream needles (12.04 g, 59.0%), mp 80°-82° C.

Provenance & Evidence