Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1980-04-11
1981-11-24
Milestone, Norma S.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
568689, 568454, 562531, C07D30732
Patent
active
043023940
ABSTRACT:
Butyrolactone is produced by oxidizing an aldehyde-ether of the general formula: ##STR1## wherein R.sub.1 and R.sub.2 each, independently of the other, represent a C.sub.1 to C.sub.4 alkyl radical, and R.sub.3 and R.sub.4 each, independently of the other, represent a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, or wherein R.sub.1 represents a C.sub.1 to C.sub.4 alkyl radical, R.sub.2 and R.sub.3 together with the carbon atoms to which they are attached form a 5-membered or 6-membered cycloaliphatic ring, and R.sub.4 represents a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, to form an acid ether of the general formula: ##STR2## followed by deetherification, dehydration and cyclization. Oxidation can be carried out with e.g. gaseous oxygen. Deetherification can be accomplished by contact with an acid catalyst, while cyclization may occur spontaneously. A cyclic process is described in which allyl alcohol is converted by reaction with a suitable olefin, e.g. iso-butylene, to an allyl ether of a tertiary alcohol, e.g. allyl t-butyl ether, which is then hydroformylated to form the compound of formula (I), while the olefin, e.g. iso-butylene, released on deetherification of the acid ether of formula (II), is recycled to the allyl ether formation step.
REFERENCES:
patent: 3868370 (1975-02-01), Smith
patent: 3980670 (1976-09-01), Kummer et al.
patent: 3980671 (1976-09-01), Fernholz et al.
Charles K. Brown et al., Tetrahedron Letters, No. 22, pp. 1725-1726, (1969).
Davy McKee (Oil & Chemicals) Limited
Milestone Norma S.
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