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Green procedure for the preparation of scented alcohols from carbonyl compounds

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Synopsis Several alcohols – interesting as cosmetic fragrances whose main preparative route on an industrial scale or in the research laboratory is the reduction of the corresponding carbonyl compound – were obtained by a solvent-free methodology in a green chemistry context. The process involves the simple mixing of the carbonyl compound with sodium borohydride dispersed in wet alumina in the solid state; the conversions of the carbonyl compounds were obtained in good yields within short reaction times, without energy consumption. The following carbinols were studied: octan-3-ol, 2-cineolylols ( mixture), α-ionol, 4-methylbenzyl alcohol, 1-phenylethanol, cinnamyl alcohol, anisyl alcohol, 4-phenyl-3-buten-2-ol.

French
Résumé

Un certain nombre d’alcools, fragrances cosmétiques dont le principal procédé de synthèse, soit en industrie soit en laboratoire, est representé par la réduction du composé carbonylé correspondent, ont été obtenus avec une méthodologie sans solvant, dans un contexte de “chimie verte”. Le procédé consiste dans la simple mélange du composé carbonylé avec du borohydrure de sodium dispersé dans de l’alumine humide à l’état solide; la conversion du composé carbonylé a été obtenue très rapidement, avec un bon rendement, sans consommation d’énergie. On a étudié les carbinols suivants: octan-3-ol, 2-cineolylols (mélange endo–exo), α-ionol, 4-methylbenzyl alcool, 1-phényléthanol, trans-cinnamyl alcool, p-anisyl alcool, 4-phenyl-3-buten-2-ol.
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Keywords: alcohols; carbonyl compounds; cosmetic fragrances; green chemistry; solvent-free reduction

Document Type: Research Article

Publication date: April 1, 2008

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