Investigation of 4-acetyl-2,6-dibenzyl-1,5-dihydroxy-2-methylcyclohexa-4,6-dien-3-one by X-ray crystallography and 1H-NMR spectroscopy |
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| Authors: | Marcelle Hauteville Rolf Stomberg Marie-Christine Duclos |
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| Institution: | (1) Laboratoire de Biochimie Analytique & Synthèse Bioorganique, Université Claude Bernard Lyon 1, 43 Boulevard du 11 Novembre 1918, F-69622 Villeurbanne Cedex, France;(2) Department of Inorganic Chemistry, University of Göteborg, SE-412 96 Göteborg, Sweden |
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| Abstract: | Benzylation of 3-methylphloracetophenone 1-(2,4,6-trihydroxy-3-methylphenyl)ethanone] (3) with benzyl chloride gave 4-acetyl-2,6-dibenzyl-1,5-dihydroxy-2-methylcyclohexa-4,6-dien-3-one (5). Compound 5 crystallizes in the orthorhombic space group Fdd2 with a = 17.586(2), b = 42.891(5), c = 10.279(2) Å, V = 7753(2) Å,3 and Z = 16. When crystals of 5 were dissolved in D6]acetone the compound underwent tautomerization and a mixture of 5 and its keto form 4 was obtained (keto form/enol form ratio 1:4). |
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| Keywords: | C-methylphloracetophenone C-benzylation X-ray crystallography 1H-NMR spectroscopy |
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