Perfume agents prepd. by reacting isolongifolene with aldehydes - using a Prins reaction catalyst

摘要

Novel perfume cpds. are made by reacting isolongifolene (I) with a 1-6C aldehyde (II) in the presence of a catalyst for the Prins reaction (III). In particular embodiments of the process (a) (I) is reacted with formaldehyde (IV) in sufficient formic acid to dissolve the mixt., (b) (I) is reacted with (IV) in the presence oif a 1-6C carboxylic acid and a catalytic amt. of a Lewis acid or a strong mineral acid to form an ester, and this is opt. saponified with a hot aq. alkali to form a primary alcohol, (c) (I) is reacted with a formaldehyde condensate such as paraformaldehyde in an autoclave at a temp. above the normal pressure boiling point to give a primary alcohol, (d) the above primary alcohols are oxidized to the corresponding aldehydes, (e) the aldehydes of (d) are reacted with alkylmagnesium iodides with 1-5C to form secondary alcohols, (f) the secondary alcohols of (e) are oxidized to ketones. (g)(I) is reacted with 2-6C aldehydes in the presence of a Prins reaction catalyst to give a secondary alcohol, opt. followed by oxidn. a ketone, (h) any of the products (a-g) may be hydrogenated in the presence of a hydrogenation catalyst to give the corresponding satd. cpd.