Firmenich Sa

Hans Wuest

George H Buchi

Gunther Ohloff

Hugo Strickler

3a,6,6,9a-Tetramethylperhydronaphto[2,1-b]furan, a typical ambergris perfume ingredient is prepared via a novel process from 1.beta.-(2-hydroxyethyl)-perhydro-2,5,5,8a.beta.-tetramethyl-2.beta.-trans -napthalenol by cyclization with an acidic cyclization agent in the presence of nitromethane.

Process for the preparation of

3a,6,6,9a-Tetramethylperhydronaphto[2,1-b]furan, a typical ambergris perfume ingredient is prepared via a novel process from 1.beta.-(2-hydroxyethyl)-perhydro-2,5,5,8a.beta.-tetramethyl-2.beta.-trans -naphthalenol by cyclization with an acidic cyclization agent in the presence of nitromethane.

New unsaturated macrocyclic ketones are obtained via a process which consists in reacting a dialdehyde with a tetraalkyldiphosphonate ester. The new ketones are useful intermediates for the preparation of cyclopentadecanone and its higher methyl-homologue, known fragrant substances. New ketones possess also direct utility as musky odorants.

Process for the preparation of novel unsaturated macrocyclic ketones

9-Hydroxy-undeca-4,10-dien-1-al, a novel unsaturated aliphatic hydroxy-aldehyde, has been found to possess useful odorous properties and consequently can be advantageously used as perfume ingredient.

9-Hydroxy-undeca-4,10-dien-1-al

New cycloaliphatic unsaturated ketones and their use as perfuming and odor-modifying agents in the manufacture of perfumes and perfumed products, and as flavoring and taste-modifying agents in the preparation of foodstuffs in general and imitation flavors for foodstuffs, beverages, animal feeds, pharmaceutical preparations and tobacco products. Methods for preparing the said new compounds and certain of the starting materials used for their synthesis.

Cycloaliphatic unsaturated ketones as fragrance modifying agents

The present invention relates to a novel process for preparing unsaturated aldehydes comprising four double bonds of formula ##SPC1## Wherein one of the double bonds is represented by the dotted lines. Aldehyde Ia (called .alpha.-sinensal) corresponds to the above formula wherein the double bond represented by the dotted lines is in the main carbon chain. Aldehyde Ib (called .beta.-sinensal) corresponds to the above formula wherein the double bond represented by the dotted lines is in the side chain. The invention also relates to new intermediates used in the said new process and to methods for preparing them. The said intermediates have also valuable organoleptic properties and are useful as fragrances in the preparation of perfumes, perfumed products and artificial essential oils.

Process for the preparation of unsaturated aldehydes

Process for the preparation of unsaturated aldehydes, in particular .gamma.,.delta.-unsaturated aldehydes, which comprises reacting an amino-nitrile with a basic or a neutral agent. The products obtained in accordance with the process of the invention are useful intermediates for the preparation of flavoring ingredients.

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Cambridge, MA, United States of America

Hans Wuest