Method for preparing 2-hydroxybutyrolactone

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United States of America Patent

PATENT NO 8822706
APP PUB NO 20130204016A1
SERIAL NO

13879442

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Abstract

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The invention relates to a method for preparing 2-hydroxybutyrolactone (2HBL) from a compound or its salt or its oligomers, said compound fitting formula (I)

description='In-line Formulae' end='lead'CH3—S—CH2CH2CR1R2R3description='In-line Formulae' end='tail'

    WhereinR1 represents HR2 represents a group selected from OH; OR4 and OCOR4 wherein R4 represents a group selected from linear, cyclic, alicyclic or branches alkyl groups having from 1 to 10 carbon atoms, and aryl groups having from 6 to 10 carbon atoms, optionally substituted with substituent(s) selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, halogens and hydroxyl, amino, nitro and alkoxy groups having from 1 to 10 carbon atoms; and OSiRR′R″ wherein R, R′ and R″ are selected independently of each other from linear, cyclic, alicyclic or branched alkyl groups having from 1 to 10 carbon atoms, aryl groups having from 6 to 10 carbon atoms, optionally substituted with substituent(s) selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, or R1 and R2 represent together ═O,R3 represents COOH or a COOR5 group wherein R5 represents a group selected from linear, cyclic, alicyclic or branched alkyl groups having from 1 to 10 carbon atoms, benzyl groups and benzyl groups substituted with one or two substituents selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, halogens and hydroxyl, amino, nitro and alkoxy groups having from 1 to 10 carbon atoms, or R3 represents a cyano group,method according to whicha sulfonium of said compound is obtained, said sulfonium fitting the formula (II)[CH3][CH2CH2CR1R2CR3][CR6R7R8]S+X−wherein R1, R2 and R3 have the above definition, and R6 and R7 are selected independently of each other from H, linear, cyclic, alicyclic or branched alkyl groups having from 1 to 10 carbon atoms, and aryl groups having from 6 to 10 carbon atoms, optionally substituted with substituent(s) selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, halides and hydroxyl, amino, nitro and alkoxy groups having from 1 to 10 carbon atoms; R8 is selected from H, linear, cyclic, alicyclic or branched alkyl groups having from 1 to 10 carbon atoms, aryl groups having from 6 to 10 carbon atoms, optionally substituted with substituent(s) selected from linear or branched alkyl groups having from 1 to 10 carbon atoms, and attractor groups notably those comprising a function selected from acid, ester, cyano functions and X represents a counter-ion, andthe thereby obtained sulfonium is hydrolyzed and2,4-dihydroxybutyric acid or its salt is cyclized into 2-hydroxybutyrolactone.

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Patent Owner(s)

Patent OwnerAddress
ADISSEO FRANCE S A SFRANCE FAVERGES HAUTE-SAVOIE

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Inventor(s)

Inventor Name Address # of filed Patents Total Citations
Henryon, Vivien Lyons, FR 8 12
Monbrun, Jerome Chuzelles, FR 3 8

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