Biomass 6 (1985) 211-221
Biomass as a Source of Chemicals. Ill - Synthesis of
New Tetrasubstituted 1, 3-dioxacyclohexanes
Rachid E1 Gharbi, Yves Le Bigot
Laboratoire de Synth6se et Physicochimie Organique, Ecole Nationale d'In#nieurs,
BP W-3038 Sfax, Tunisia
Michel Delmas* and Antoine Gaset
Laboratoire de Chimie Organique et d'Agrochimie, Ecole Nationale Superieure
de Chimie (INP), 118 Route de Narbonne, 31077 Toulouse C6dex, France
(Received: 3 January, 1984)
ABSTRA CT
New L3-dioxaeyclohexane derivatives were obtained from aldehydes
originating from biomass. The two reaction steps involved the Wittig
reaction, using a solid-liquid phase transfer proeess, and the Prins reaction
in the presence of ion-exchange resins as catalysts.
Key words." 1,3-dioxacyclohexane, aldehyde, solid-liquid phase transfer
process, ion-exchange resin.
INTRODUCTION
Certain primary chemical processes applied to biomass make it possible
to obtain basic molecules for organic synthesis in such fields as furane
derivatives or phenolic aldehyde chemistry, which are normally difficult
to obtain using petrochemical techniques. The transformation of these
base molecules into more complex monomers or polymers usually
requires the application of specific methods. We recently showed how
reactions occurring in a heterogeneous medium initiating a solid-
liquid 1'2 transfer phase or acid-base catalysts in slightly hydrated 3-s
* To whom correspondance should be sent.
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Biomass 0144-4565/85/$03.30 - © Elsevier
England, 1985. Printed in Great Britain
Applied Science Publishers Ltd,