Process for producing methyl lactate

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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560217, 560233, C07C 6968, C07C 6703

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active

045007276

ABSTRACT:
A process for producing methyl lactate by (I) hydroformylating vinyl acetate or vinyl propionate with a gaseous mixture of 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.-acetoxy- or propionyloxy-propionaldehyde, (II) subjecting at least part of the reaction mixture obtained in step (I) to extraction with an aqueous medium to obtain an aqueous layer containing .alpha.-acetoxy- or propionyloxy-propionaldehyde and an extraction residue containing the catalyst components, and recycling the extraction residue to the hydroformylation step (I), (III) separating .alpha.-acetoxy- or propionyloxy-propionaldehyde from the aqueous layer containing the same as obtained in step (II), (IV) oxidizing .alpha.-acetoxy- or propionyloxy-propionaldehyde obtained in step (III) in the liquid phase with oxygen gas or an oxygen-containing gas in the presence of an oxidation catalyst to form .alpha.-acetoxy- or propionyloxy-propionic acid, and (V) reacting .alpha.-acetoxy- or propionyloxy-propionic acid obtained in step (IV) with methanol in the presence of an acid catalyst, and recovering the resultant methyl lactate by distillation.

REFERENCES:
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patent: 3996293 (1976-12-01), Knifton et al.
patent: 4072709 (1978-02-01), Tinker
Riddick, John A. et al. Organic Solvents, at pp. 236-238, 276-280, 284, 289 and 290. (vol. II, 3rd Ed. of Techniques of Chemistry Arnold Weissberger, Editor.).
Craig, Lyman C. Separation and Purification at p. 302 (vol. III Part I of Technique of Organic Chemistry Arnold Weissberger Editor) (1956) Interscience Publ.
Berkman Sophia et al. Catalysis (1940) Reinhold, Publ. at p. 792.
Kirk-Othmer Encyclopedia of Chemical Technology, 2nd Ed. vol. 8 Interscience Publ. (1966) pp. 320-324 and 356-362.

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