C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/495
C07C 69/24 (2006.01) B01J 31/22 (2006.01) B01J 31/40 (2006.01) C07C 51/14 (2006.01) C07C 57/00 (2006.01) C07C 67/38 (2006.01) C07C 67/58 (2006.01) C07C 69/54 (2006.01)
Patent
CA 1152099
ABSTRACT OF THE DISCLOSURE The invention includes a process wherein an olefin is carbonyl- ated with carbon monoxide to form carboxylic acid esters in the presence of a catalyst complex of one mole of BF3 and one mole of alcohol, and the catalyst is recovered from the desired reaction product and the reaction by-products and is recycled. The car- bonylation is carried out until approximately one-half of the alcohol is consumed to form a reaction mass containing the BF3, the alcohol, and carboxylic acid esters in a 2:1:1 molar ratio . In the first step, the one mole of free BF3 is vaporized from the reaction mass. The remaining admixture is a 1:1:1 mixture of the aforesaid com- pounds. To this mixture additional alcohol is added and the mixture is subjected to distillation. An azeotrope of the product carboxylic acid ester and the alcohol and residual alcohol are removed by the distillation, leaving a residue containing a 1:2 BF3/ alcohol complex and the by-product carboxylic acid esters, which are heavier than the product carboxylic acid ester. The by-products are removed from the residue via solvent extraction and the remaining complex may be combined with an additional mole of BF3 to form the 1:1:1 catalyst complex used in the carbonylation. The additional mole of BF3 is preferably that initially separated from the reaction mass; however, it may be obtained from an external source. The recon- stituted catalyst is then preferably recycled to the carbonylation reaction. The carboxylic acid ester/alcohol mixture may be separat- ed by azeotropic distillation using an azeotroping agent, such as octane, to recover the alcohol-octane as overhead product and the carboxylic acid ester as bottoms product.
367058
Jung John A.
Peress Jimmy
Chem Systems Inc.
Gowling Lafleur Henderson Llp
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