PROCESS FOR THE PREPARATION OF COMPOUNDS OF THE 4-OXO-DAMASCON SERIES, AND PERFUMES OF THIS COMPOUND CLASS
Process for the preparation of the compounds of the formulae Ia and Ib Ia Ib wherein A. 2,4,4-trimethylcyclohex-2-en-1-one oxime of the formula IIb (IIb) is treated with a strong aqueous acid at from 30 DEG to 80 DEG C., preferably from 40 DEG to 70 DEG C., B. the resulting ketone of the formula III...
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Zusammenfassung: | Process for the preparation of the compounds of the formulae Ia and Ib Ia Ib wherein A. 2,4,4-trimethylcyclohex-2-en-1-one oxime of the formula IIb (IIb) is treated with a strong aqueous acid at from 30 DEG to 80 DEG C., preferably from 40 DEG to 70 DEG C., B. the resulting ketone of the formula IIIb (IIIb) is oxidized in a conventional manner, and C. if desired, the resulting compound Ib is isomerized in a conventional manner. Compounds of the formula A (A) where R is one of the following radicals: -CH(OH)-CH2-CH=CH2 (IIIb), -CH(OH)-CH3 (IIIc), -CH2OH (IIId), -CH(OH)-CH=CH2 (IIIe), -CH(OCOCH3)-CH3 (IIIf), -CH2-OCOCH3 (IIIg), -CO-CH2-CH=CH2 (Ib), -CO-CH3 (Ic), and -CO-CH=CH2 (Ie). The compounds IIIb to IIIg, Ib, Ic and Ie are useful scents and aromas, and furthermore may become important intermediates for novel carotenoids. They can be prepared in a relatively simple manner from compounds which are very readily available. |
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