Process for preparing 1,3-propanediol

Details Process for preparing 1,3-propanediol Process for preparing 1,3-propanediol

1995-10-31

1997-11-04

Cook, Rebecca

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568483, C07C 2704

Patent

active

056842147

ABSTRACT:
A process for preparing 1,3-propanediol comprises the steps of:
(a) reacting a cobalt salt selected from at least one of cobalt hydroxide, cobalt (II, III) oxide and cobalt carbonate with synthesis gas in an essentially non-water-miscible liquid medium under conditions effective to produce a cobalt carbonyl reaction product comprising at least one active cobalt carbonyl hydroformylation catalyst species;
(b) contacting ethylene oxide with synthesis gas in an essentially non-water miscible liquid medium in the presence of a catalytic amount of the cobalt carbonyl reaction product mixture and an effective amount of a catalyst promoter under reaction conditions effective to produce an intermediate product mixture comprising less than 15 wt % 3-hydroxypropanal;
(c) adding an aqueous liquid to said intermediate product mixture and extracting into said aqueous liquid a major portion of the 3-hydroxypropanal so as to provide an aqueous phase comprising 3-hydroxypropanal in greater concentration than the concentration of 3-hydroxypropanal in the intermediate product mixture, and an organic phase comprising a major portion of the cobalt carbonyl;
(d) separating the aqueous phase from the organic phase;
(e) returning at least a major portion of the organic phase to the process of step (b);
(f) contacting the aqueous phase comprising 3-hydroxypropanal with hydrogen in the presence of a hydrogenation catalyst under hydrogenation conditions to provide a hydrogenation product mixture comprising 1,3-propanediol; and
(g) recovering 1,3-propanediol from the hydrogenation product mixture.

REFERENCES:
patent: 3687981 (1972-08-01), Laurence et al.
patent: 5030766 (1991-07-01), Priggs et al.
Falbe, Carbon Monoxide in Organic Synthesis, Springer-Verlag (1970) pp. 1, 14-15.
Falbe, New Syntheses with Carbon Monoxide, Springer-Verlag (1980), p. 1, 131.
Fachinetti et al., "CO.sub.2 (CO).sub.8 -promoted dihydrogen activations under unusually mold conditions by highly polarizing CO.sup.2+ cations", J. Organomet. Chem., 353 (1988) 393-404.
Kemmitt and Russel, "Comprehensive Organometallic Chemistry," vol. 5, p. 5 1980.

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