Fragrance compositions from tertiary terpene alcohols

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 29/00 (2006.01) C07C 31/27 (2006.01) C07C 45/27 (2006.01) C07C 49/15 (2006.01)

Patent

CA 2644691

Cyclic ethers or chloroketones useful as fragrance components or intermediates are made by reacting a saturated, tertiary terpene alcohol with hypochloric acid under conditions effective to promote oxidation. trans-Pinanol gives predominantly 6,9-dimethyl-7-oxatricyclo[4.3Ø03,9]-nonane, while cis-pinanol yields almost exclusively 1-acetyl-3-(2-chloroethyl)-2,2-dimethyl-cyclobutane, a new and versatile intermediate for making cyclobutane derivatives having interesting and diverse aromas.

La présente invention concerne des éthers ou chlorocétones cycliques utiles en tant que composants ou intermédiaires de parfum préparés par la réaction d'un alcool de terpène saturé et tertiaire avec de l'acide hypochlorique dans des conditions efficaces pour favoriser l'oxydation. Le trans-pinanol donne principalement le 6,9-diméthyl-7-oxatricyclo[4.3Ø039]-nonane, tandis que les rendements de cis-pinanol donnent presque exclusivement le 1-acétyl-3-(2-chloroéthyl)-2,2-diméthyl-cyclobutane, un nouvel intermédiaire versatile pour préparer des dérivés cyclobutane ayant des arômes intéressants et divers.

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