Manufacture of gamma-crotonolactone by carbonylation of glycidol

Details Manufacture of gamma-crotonolactone by carbonylation of glycidol Manufacture of gamma-crotonolactone by carbonylation of glycidol

1989-07-10

1990-11-06

Hollrah, Glennon H.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549313, 549319, C07D30704, C07D30726

Patent

active

049688170

ABSTRACT:
A process for preparing a substituted or unsubstituted gamma-crotonolactone is provided which comprises reacting a substituted or unsubstituted glycidol of the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are the same or different and are H, alkyl of from 1 to 40 carbon atoms or aryl of from 6 to 18 carbon atoms, with carbon monoxide in the presence of a carbonylation catalyst to provide a corresponding beta-hydroxy lactone of the formula: ##STR2## and dehydrating said beta-hydroxy lactone to provide the corresponding gamma-crotonolactone of the formula: ##STR3##

REFERENCES:
patent: 2359208 (1944-09-01), Elderfield
patent: 2782226 (1957-02-01), Seon et al.
patent: 3028417 (1962-04-01), Eisenmann
patent: 3260738 (1966-07-01), McClure et al.
patent: 4410744 (1983-10-01), Campbell et al.
patent: 4451407 (1984-05-01), Pesa et al.
Houben-Weyl, Methoden der Organischen Chemie, vol. VI/2 (1963), pp. 571-572, 664.
R. Heck, Jour. Am. Chem. Soc., vol. 85 (1963), pp. 1460-1463.
Houben-Weyl, "Herstellung von Lactoner", Stuttgart: Tieme, 1963, pp. 571, 572, 664.

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