Process for making 1,3-diols from epoxides

C - Chemistry – Metallurgy – 07 – C

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260/635.3, 260/6

C07C 29/36 (2006.01) C07C 31/20 (2006.01) C07C 33/26 (2006.01)

Patent

CA 1310982

71529-58 ABSTRACT OF THE DISCLOSURE A process for manufacturing 1,3-glycols is disclosed. The process comprises reacting an epoxide with synthesis gas in the presence of rhodium in the presence of an alkali metal compound. In particular, the process comprises reacting an epoxide of the formula Image (wherein R represents hydrogen, a monovalent aliphatic or aromatic group having from 1 to about 12 carbon atoms, or a divalent aliphatic group having 4 to about 6 carbon atoms which together with X forms a cyclic structure, and X represents hydrogen or if R is a divalent a bond with R), with CO and H2 in a suitable reaction solvent, wherein said process is characterized in that the reaction mixture contains (1) an epoxide of the foregoing structure at a concentration from about 0.01 to about 30 wt. % (2) rhodium at a molar concentration from about 0.00001 to about 0.1 molar; (3) an alkali metal compound in a concentration of from about 0.00001 to about 0.1 molar, typically the salt to rhodium ratio is from about 5:1 to 1:5; (4) water in an amount from about 0.00 to about 25 wt. % based on the weight of the reaction mixture (5) CO; and (6) H2; wherein the molar ratio of CO to H2 is from about 5:1 to about 1:5; wherein the reaction takes place at a temperature from about 50 to about 200°C under a 71529-58 pressure from about 200 to about 10,000 psig, for a period of time which is sufficient to form at least some of the desired 1,3- glycol.

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