Process for the production of unsaturated ketones

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260593R, 252522, C07C 4500, C07C 4961

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active

041221192

ABSTRACT:
There is disclosed a process for preparing unsaturated ketones especially terpenoid ketones, by subjecting a substituted propargyl alcohol of formula (II) ##STR1## wherein R is a group containing 1 or 2 substituted or unsubstituted alkyl- or alkylene units containing 4 carbon atoms each to a thermal treatment sufficient to rearrange its structure in order to obtain structurally isomeric unsaturated ketones of formula I ##STR2## wherein one of the substituents X.sub.3 and X.sub.4 is hydrogen and the other and Z.sub.2 together form a bond. The process can be effected in the presence of an isomerization catalyst, which leads to high percentage of .alpha...beta.,.gamma...delta.-unsaturated ketones. The ketones of formula I are useful as perfumes and as intermediates for the production of terpenoid compounds.

REFERENCES:
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patent: 3816535 (1974-06-01), Hug-Inderbitgin et al.
patent: 3886215 (1975-05-01), Desimone et al.
patent: 3919250 (1975-11-01), Pauling
patent: 3962311 (1976-06-01), Loeliger
patent: 3976700 (1976-08-01), Desimone
Swaminathan et al., Chem. Reviews, vol. 71, No. 5, pp. 429-438 (1971).

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