Process for preparing 2-cyclopentenone derivatives

Details Process for preparing 2-cyclopentenone derivatives Process for preparing 2-cyclopentenone derivatives

1983-10-18

1985-01-29

Reamer, James H.

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

Organic compounds

Oxygen containing

568361, 568314, 568322, 560254, 560255, 560231, C07C 4565

Patent

active

044967675

ABSTRACT:
A novel process for preparing 2-cyclopentenones of the formula: ##STR1## wherein R.sub.1 is hydrogen, alkyl or alkenyl and R.sub.2 is alkyl, alkenyl, alkynyl, cycloalkyl, aryl or aralkyl, which comprises esterifying a mixture of a 3-hydroxy-4-cyclopentenone of the formula: ##STR2## wherein R.sub.1 and R.sub.2 are each as defined above and a 4-hydroxy-2-cyclopentenone of the formulas: ##STR3## wherein R.sub.1 and R.sub.2 are each as defined above with an aliphatic carboxylic acid to give a mixture of the 4-hydroxy-2-cyclopentenone (III) and the cyclopentenone ester of the formula: ##STR4## wherein R.sub.1 and R.sub.2 are each as defined above and R is hydrogen or C.sub.1 -C.sub.4 alkyl and subjecting the resulting mixture to reduction.

REFERENCES:
patent: 3947519 (1976-03-01), Matsui et al.
patent: 4132726 (1979-01-01), Kurozumi et al.
patent: 4398043 (1983-08-01), Saito et al.
Scettri et al., Tetrahedron, vol. 35, pp. 135-138, (1979).
Piancatelli et al., Tetrahedron Letters, #37, pp. 3555-3558, (1976).

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