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A novel synthesis of 1-(2,4,6-trihydroxy-3,5-dimethylphenyl)ethanone (di-C-methylphloracetophenone) and two new non-aromaticC-benzylated derivatives

✍ Scribed by Hauteville, Marcelle ;Stomberg, Rolf ;Gaillard, Pascale ;Duclos, Marie-Christine

Book ID: 102368177
Publisher: John Wiley and Sons
Year: 1995
Tongue: English
Weight: 295 KB
Volume: 1995
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1995199509239

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✦ Synopsis

Abstract

The synthesis of the title compound 1e was achieved by an easy three‐step procedure from 1,3,5‐benzenetriol (1a, phloroglucinol). Compound 1a was C‐methylated using MeI. The crude mixture obtained was acetylated to give 1d which was converted into 1e using BF~3~ AcOH complex. Benzylation of the latter with benzyl chloride afforded the new non‐aromatic compound 2. Reaction of 2 with NaOH and benzoyl chloride (Scheme 1) gave the new compound 4. Its structure was established by X‐ray analysis.

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