A NOVEL SYNTHESIS OF 1-(2,4,6-TRIHYDROXY-3,5-DIMETHYLPHENYL)ETHANONE (DI-C-METHYLPHLORACETOPHENONE) AND 2 NEW NONAROMATIC C-BENZYLATED DERIVATIVES

Citation
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
Citations number
16
Categorie Soggetti
Chemistry
Journal title
ISSN journal
09473440
Issue
9
Year of publication
1995
Pages
1707 - 1709
Database
ISI
SICI code
0947-3440(1995):9<1707:ANSO1(>2.0.ZU;2-A
Abstract
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.