Process for synthesizing heliotropine and its derivatives

1 21222222232 A new high-yield, easily industrialized process for synthesizing compounds of formula (IV), in which Xand X, the same or different, are linear or branched C1-C8 alkyls, n and m are 0, 1 or 2, with the proviso that n and m are not simultaneously 0; or (OX)n and (OX)m taken together form...

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Bibliographic Details
Main Authors Borzatta, Valerio, Capparella, Elisa, Gobbi, Carlotta, Poluzzi, Elisa
Format Patent
LanguageEnglish
Published 22.07.2008
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Summary:1 21222222232 A new high-yield, easily industrialized process for synthesizing compounds of formula (IV), in which Xand X, the same or different, are linear or branched C1-C8 alkyls, n and m are 0, 1 or 2, with the proviso that n and m are not simultaneously 0; or (OX)n and (OX)m taken together form an O-T-O group where T is chosen from -CH-, -CHCH, -CHCHCH-, -C(CH)-. The process comprises treating a chloromethyl derivative (I) with an alkaline acetate to form the intermediate acetylderivative (II); the intermediate (II) is to hydrolysed to form the alcohol (III); the alcohol (III) is then oxidised in the presence of air and catalysts to obtain the desired derivative (IV). The process runs its course within a short period of time, with high yields and high selectivity; in addition, the process does not require purification and separation of the intermediates and can therefore be favourably conducted in a single batch.