Process for producing propylene glycol monoacetate

Details Process for producing propylene glycol monoacetate Process for producing propylene glycol monoacetate

C - Chemistry, Metallurgy

07

C

260/491.8

C07C 69/16 (2006.01)

Patent

CA 1186695

PROCESS FOR PRODUCING PROPYLENE GLYCOL MONOACETATE Abstract: There is provided a process for producing propylene glycol monoacetate which comprises the steps of hydro- formylating vinyl acetate with gaseous hydrogen and carbon monoxide in an organic solvent in the presence of a substantially water-insoluble rhodium complex and a tri- substituted phosphine to form .alpha.-acetoxypropionaldehyde; extracting at least part of the above reaction mixture with an aqueous medium to obtain an aqueous layer contain- ing .alpha.-acetoxypropionaldehyde and an extraction residue containing the catalyst components, and recycling the extraction residue to the hydroformylation step; contacting the above aqueous layer containing .alpha.-acetoxypropionaldehyde with a carboxylic acid ester of general formula (A) C?H2?+1COOCmH2m+1 (A) wherein ? is an integer of 0 to 4; m is an integer of 1 to 5; and the sum of ? and m is 3 to 5, or a dicarboxylic acid ester of general formula (B) ROOC(CH2)nCOOR' (B) wherein R and R' each is an alkyl group of 2 to 3 carbon atoms; and n is an integer of 0 to 2 to separate .alpha.-acetoxy- propionaldehyde from the aqueous layer and hydrogenating the .alpha.-acetoxypropionaldehyde in the extract layer in liquid phase in the presence of a Raney nickel or modified Raney nickel catalyst under conditions such that the concentra- tion of .alpha.-acetoxypropionaldehyde in the reaction mixture does not exceed 0.1 mole per liter.

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