Method for obtaining 5-halogenolaevulinic acid alkyl esters

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 69/738 (2006.01) C07C 67/03 (2006.01) C07C 67/307 (2006.01) C07C 67/317 (2006.01) C07C 67/52 (2006.01)

Patent

CA 2478853

The invention relates to a method for obtaining a 5-bromolaevulinic acid methyl ester (or a 5-chlorolaevulinic acid methyl ester) from a bromination mixture (or a chlorination mixture) containing a 5-bromolaevulinic acid methyl ester (or a 5-chlorolaevulinic acid methyl ester) and produced by means of bromination (or chlorination) of laevulinic acid or a laevulinic acid methyl ester. The inventive method comprises the following steps: a) said bromination mixture (or chlorination mixture) is dissolved in an organic solvent or solvent mixture; b) the solution is cooled to a low temperature, preferably to a temperature which is lower than -20 ~C, especially in the temperature range between -20 ~C to -40 ~C; c) the 5-bromolaevulinic acid methyl ester (or 5- chlorolaevulinic acid methyl ester) is crystallised out of the solution; and d) the crystalline 5-bromolaevulinic acid methyl ester (or 5-chlorolaevulinic acid methyl ester) is isolated by draining off the solution with the remaining bromination mixture (or chlorination mixture).

L'invention concerne un procédé d'obtention d'ester méthylique d'acide 5-bromolévulique (ou d'ester méthylique d'acide 5-chlorolévulique) à partir d'un mélange de bromation (ou d'un mélange de chloration) obtenu par bromation (ou chloration) d'acide lévulique ou d'ester méthylique d'acide lévulique, contenant de l'ester méthylique d'acide 5-bromolévulique (ou de l'ester méthylique d'acide 5-chlorolévulique). Ce procédé comprend les étapes suivantes : a) dissolution du mélange de bromation (ou du mélange de chloration) dans un solvant organique ou dans un mélange de solvants organiques ; b) refroidissement de la solution jusqu'à une basse température, de préférence à une température inférieure à - 20· C, en particulier comprise dans l'intervalle - 20· C à - 40· C ; c) recristallisation de l'ester méthylique d'acide 5-bromolévulique (ou de l'ester méthylique d'acide 5-chlorolévulique) à partir de la solution ; et d) isolement de l'ester méthylique cristallin d'acide 5-bromolévulique (ou de l'ester méthylique d'acide 5-chlorolévulique) par évacuation de la solution avec le mélange de bromation (ou le mélange de chloration) résiduel.

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