Process for substituted 3-hydroxybutyrate esters
OwnerJoshua Anthony Chong, Fereydon Abdesaken +5inventors
InventorsJoshua Anthony Chong, Fereydon Abdesaken, Lori Ann Spangler, Renee Caroline Roemmele, Randall Wayne Stephens, Peter David Nightingale, David John Hartley
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Abstract
The present invention provides a solventless process for the catalytic hydrogenation of esters of 4,4,4-trihaloacetoacetic acid using a platinum catalyst in the presence of an acid or base co-catalyst to provide the analagous 3-hydroxybutyrate ester. Such 3-hydroxybutyrate esters are useful as solvents, cleaners or fine chemical intermediates.
Claims16
A process for the preparation of a compound of formula (I)
- from a compound of formula (II)
- without a reaction solvent being present which comprises the steps of
- (i) reacting the compound of formula (II) with hydrogen in the presence of a catalytic amount of platinum and a catalytic amount of an acid or a base to form the compound of formula (I), and
- (ii) separating the compound of formula (I) from the platinum catalyst,
- wherein
- X is fluoro or chloro,
- R is alkyl, haloalkyl, polyhaloalkyl, alkyl substituted with NR2R3, hydroxy or OR4, phenyl or phenyl substituted with one or more groups independently selected from halo, alkyl, hydroxy, alkoxy, haloalkoxy, polyhaloalkoxy, haloalkyl or polyhaloalkyl,
- R′ is a hydrogen atom, alkyl, haloalkyl, polyhaloalkyl, alkyl substituted with NR2R3, hydroxy or OR4, phenyl or phenyl substituted with one or more groups independently selected from halo, alkyl, hydroxy, alkoxy, haloalkoxy, polyhaloalkoxy, haloalkyl or polyhaloalkyl,
- R2 and R3 are each independently a hydrogen atom, alkyl, or together with the nitrogen atom to which they are attached form a 5- or 6-membered heterocyclic ring, and
- R4 is alkyl, haloalkyl or polyhaloalkyl.
The process as in any one of the preceding claims in which the catalytic amount of platinum in step (i) is selected from the group consisting of platinum on a carbon support, platinum on an alumina support, platinum on a silica support, platinum on a ceramic support and platinum(IV) oxide.
Dependencies are inferred from the claim text.