Hydroformylation process for the production of n-valeraldehyde

Details Hydroformylation process for the production of n-valeraldehyde Hydroformylation process for the production of n-valeraldehyde

1980-03-20

1981-09-01

Lone, Werren B.

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

Organic compounds

Oxygen containing

C07C 4550

Patent

active

042873703

ABSTRACT:
n-Valeraldehyde is produced by hydroformylation of butene-1 in the presence of one or more of cis- and trans-butene-2 and iso-butylene using a rhodium complex catalyst such as HRh(CO)PPh.sub.3).sub.3. Reaction conditions include use of at least about 100 moles of free triorganophosphine per gram atom of rhodium, a temperature of about 80.degree. C. to about 130.degree. C., a total pressure of not more than about 50 kg/cm.sup.2 absolute, a partial pressure of carbon monoxide of not more than about 1.5 kg/cm.sup.2 absolute, and a partial pressure of hydrogen of from about 1.0 to about 7.5 kg/cm.sup.2 absolute. An n-/iso-ratio of 20:1 and a conversion efficiency of butene-1 to n-valeraldehyde of over 85% are possible under these conditions with essentially no resin formation despite the presence of iso-butylene. The n-/iso-valeraldehyde mixture can be aldolized and reduced without intermediate purification to give a commercially acceptable C.sub.10 -plasticizer alcohol.

REFERENCES:
patent: 3290379 (1966-12-01), Eisenmann
patent: 3527809 (1970-09-01), Pruett
patent: 3954877 (1976-05-01), Gipson
patent: 3965192 (1976-06-01), Booth
patent: 4148830 (1979-04-01), Pruett
Knap et al. "Chem., Engr. Progr." vol. 62, No. 4, p. 74 (1966).
Wakamatsu "Nippon Kagaku Zasshi" vol. 85, (3) pp. 227-231 (1964).
Wakamatsu "Chem. Abstr." vol. 61, p. 13173 (1964).

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