Methanol → HCID 10753499, compound

Participants

Reaction Steps

A solution of 3-cyano-4,8-dimethyl-7-allyloxycoumarin (1.27 g, 4.97 mmoles) in 14 mL of N,N-diethylaniline was deoxygenated with argon for 30 minutes, and then was heated at reflux for 6 hours, while being purged by bubbling argon through the solution. The reaction mixture was chilled in ice, the resulting precipitate was collected by suction filtration and dried in vacuo. Recrystallisation from a mixture of benzene:methanol gave 0.97 g (76% yield) of 3-cyano-4,8-dimethyl-6-allyl-7-hydroxycoumarin (3, R═CN, R′=H) as a pale brown solid: mp 234-235° C.

Provenance & Evidence