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filingDate 1948-10-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1952-10-15-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-680994-A
titleOfInvention Improvements in or relating to the preparation of ª‡-ª‰ unsaturated cyclopolymethylenic ketones
abstract a b -Unsaturated cyclopolymethylenic ketones, alkylated or not, and having 10-18 carbon atoms in the ring, are prepared by (1) dehydrating by heat a ketol of the formula <FORM:0680994/IV (b)/1> alkylated or not, in which n is 8-16; or (2) thermal decomposition of an ester of the formula <FORM:0680994/IV (b)/2> alkylated or not, in which R1 is an organic radical and n is 8-16. The ketols of process (1) may be used in the pure or crude form (Specification 655,349). In examples: (1) thapsoin is dehydrated in the vapour phase at reduced pressure with an alumina on asbestos catalyst; the cyclohexadecenone may be reduced in presence of palladium or barium sulphate to give cyclohexadecanone. Also in examples: (2) 15-methylcyclopentadecanol-2-one-1 is converted similarly to 15-methylcyclopentadecene 2,3-one-1, and (3) cyclodecanolone-1,2 is converted to cyclodecenone, the non-dehydrated product being separated by benzene and calcium chloride. Also, (4) cyclopentadecanolone-1,2 is esterified with a mixture of lauric acid and lauryl chloride, and the ester is decomposed by heating at 250-300 DEG C. in vacuo to give cyclopentadecenone. Also, (5) cyclopentadecanolone-1,2 is heated in vacuo with naphthalene-b -sulphonic acid at 140-150 DEG C. to give cyclopentadecenone.
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