6-Acetyl-2,2-dimethyl-4-chromanone(
6), isolated from
Tussilago farfara L
INN., was prepared by oxidation of 6-ethyl-2,2-dimethyl-4-chromanone(
4) using chromium(VI) oxide in acetic anhydride and acetic acid.
The compound
4 was obtained,
via the intermediate of ester
3, by condensation of
p-ethylphenol and 3-methylcrotonic acid using diphosphorus pentaoxide in polyphsphoric acid.
The conversion of
3 to
4 also proceeds efficiently by stirring of the reaction mixture with glass globes in the absence of diphosphorus pentaoxide.
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