Process for making esters of 2-acetoxyalkanoic acids using an α-hydroxyalkanoic acid ester and an acetate ester as starting materials
AssigneeNatureWorks LLC
InventorsAman Kulshrestha, Joseph David Schroeder, Steven Scott Bray
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Abstract
2-Acetoxyalkanoic acid esters are made in a reaction of an α-hydroxyalkanoic acid ester and an acetate ester in the presence of a transesterification catalyst. Unlike previous methods for making 2-acetoxyalkanoic acid esters, this process proceeds in high yield and high selectivity to the desired product.
Claims12
A process for making a 2-acetoxyalkanoic acid ester comprising heating a mixture of an α-hydroxyalkanoic acid ester and at least one mole of an alkyl acetate ester per mole of the α-hydroxyalkanoic acid ester in a reaction vessel to a temperature of at least 150° C. under superatmospheric pressure in the presence of a transesterification catalyst to convert at least a portion of the α-hydroxyalkanoic acid ester and alkyl acetate ester to a 2-acetoxyalkanoic acid ester and at least one alkanol or phenolic compound, wherein a water content in the reaction vessel during the reaction is maintained at below 0.15% by weight, the process being characterized by a selectivity of at least 80% to the 2-acetoxyalkanonic acid ester and a yield of 2-acetoxyalkanoic acid ester is 50 to 75%, based on the starting amount of the α-hydroxyalkanoic acid ester.
Dependencies are inferred from the claim text.