Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1994-02-07
1994-10-25
Prescott, Arthur C.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
558415, 560 17, 560 51, 560 53, 560118, 544335, 544336, 546341, 546342, 548146, 548237, 549 78, 549 79, 549454, 504348, 568 42, 568314, 568346, C07C 6974
Patent
active
053591267
ABSTRACT:
Preparing cyclohexanediones of the formula ##STR1## an aldehyde is reacted with a ketene to give a polymer having the repeating unit ##STR2## wherein n ranges from about 2 to about 1,000. The polymer is hydrolyzed to produce a mixture of an unsaturated acid of the formula R--CH.dbd.C(R.sub.1)--COOH and a hydroxy ester or acid of the formula R--CH(OH)C(R.sub.1)(R.sub.2)--COOR.sub.3, the mixture is then contacted with an esterifying agent to convert the acids to esters. The ester mixture is contacted with a dehydrating agent to convert the hydroxy ester to unsaturated ester of the formula R--CH.dbd.C(R.sub.1)--COOR.sub.3. The unsaturated ester is contacted with a basic catalyst to cyclize it to the cyclic dione ester of the formula ##STR3## and this ester is then hydrolyzed and decarboxylated to give the cyclohexanedione give the product
wherein:
REFERENCES:
patent: 3997590 (1976-12-01), Lester
patent: 4940813 (1990-07-01), Corley et al.
patent: 4957538 (1990-09-01), Michaely
Seebach, D., et al, Helv. Chim. Acta, 71(1) 155-167 (1988).
Eastman Chemical Company
Prescott Arthur C.
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