M. Hauteville et al., A NOVEL SYNTHESIS OF 1-(2,4,6-TRIHYDROXY-3,5-DIMETHYLPHENYL)ETHANONE (DI-C-METHYLPHLORACETOPHENONE) AND 2 NEW NONAROMATIC C-BENZYLATED DERIVATIVES, Liebigs Annalen, (9), 1995, pp. 1707-1709
The synthesis of the title compound le was achieved by an easy three-s
tep procedure from 1,3,5-benzenetriol (1a, phloroglucinol). Compound 1
a was C-methylated using Mel. The crude mixture obtained was acetylate
d to give 1d which was converted into 1e using BF3 . AcOH complex. Ben
zylation of the latter with benzyl chloride afforded the new non-aroma
tic compound 2. Reaction of 2 with NaOH and benzoyl chloride (Scheme 1
) gave the new compound 4. Its structure was established by X-ray anal
ysis.