Givaudan Corporation

Givaudan-roure Corporation

Peter Naegeli

Daniel Helmlinger

Roman Kaiser

Martin Rohr

Novel naphthofuran derivatives of the formula ##STR1## wherein R represents hydrogen, methyl or ethyl. The compounds of formula I are valuable (amber) odorants and also flavorants. Odorant and flavorant compositions employing (I) as well as processes for making them are also described.

Napthofuran derivatives useful in odorant and flavorant compositions and

The invention concerns a novel process for the manufacture of 2-hydroxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene, 1, commonly known as .alpha.-ambrinol. ##STR1## The process comprises reducing either an 8-halo-2-hydroxy-2,5,5-trimethyl-2,3,4,4a,5,6,7,8-ociahydronaphihalene (11a), alone or in admixture with a 1-halo-2-hydroxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene (11b), or reducing the 1,2-epoxide which can be formed therefrom, namely, 1,2-epoxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphihalene (111). The halohydrins 11 are prepared from 1,1,6-trimethyl-1,2,3,7,8,8a-hexahydronaphihalene, IV. The compounds of formulas II and III are novel and form part of the present invention. The formula III epoxide possesses valuable odorant properties and its use as an odorant also forms part of the invention.

Process for the manufacture of alpha-ambrinol

The invention concerns a novel process for the manufacture of 2-hydroxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene, I, commonly known as .alpha.-ambrinol. ##STR1## The process comprises reducing either an 8-halo-2-hydroxy-2,5,5-trimethyl-2,3,4,4a,5,6,7,8-octahydronaphthalene (IIa), alone or in a mixture with a 1-halo-2-hydroxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene (IIb), or reduced the 1,2-epoxide which can be formed therefrom, namely, 1,2-epoxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octanhydronaphthalene (III). The halohydrins II are prepared from 1,1,6-trimethyl-1,2,3,7,8,8a-hexahydronaphthalene, IV. The compounds of formulas II and III are novel and form part of the present invention. The formula III epoxide possesses valuable odorant properties and its use as an odorant also forms part of the invention.

Process for the manufacture of .alpha.-ambrinol

Novel odorant and/or flavoring substances are described. These are the compounds of the formula ##STR1## wherein: R.sup.1 represents methyl or ethyl,

Bicyclic ketones as odorants and flavorants

This invention concerns the use of cis-3,7-dimethylocta-3,6-dienoic acid as a flavorant and flavor compositions and tobacco products containing same. This invention also concerns such flavor compositions and tobacco products wherein the cis-3,7-dimethylocta-3,6-dienoic acid is used in combination with 2,2,4-trimethylcyclohex-3(or)4-ene-carboxylic acid.

Novel flavor compositions and tobacco products containing

This invention concerns the use of cis-3,7-dimethylocta-3,6-dienoic acid as an odorant and/or flavorant, odorant and flavorant compositions containing same and methods for preparing same. This invention also concerns such compositions and methods wherein the cis-3,7-dimethylocta-3,6-dienoic acid is used in combination with 2,2,4-trimethylcyclohex-3(or 4)-ene-carboxylic acid.

Odorants containing cis-3,7-dimethylocta-3,6-dienoic acid

Novel odorants, having the formula ##STR1## wherein R represents sec. butyl, tert. butyl or cyclohexyl. A process for preparing the novel odorants from novel intermediates and fragrance compositions containing the odorants are also taught.

2-Substituted-1-acetoxy and hydroxy-1-methyl-cyclohexanes

The preparation and use as odorant and/or flavorant of 2,6,10,10-tetramethyl-1-oxa-spiro-[4,5]-decan-7-one (I).

Perfume compositions containing

Odorant and flavorant

Novel trimethyl-acetyl-octalins mixtures are prepared by a Diels-Alder-type reaction involving methyl vinyl ketone and compounds having the structure ##STR1## wherein one of the two lines denoted by dots represents an additional bond. The novel compounds possess unique and unexpected desirable olfactory properties.

Trimethyl-acetyl octalins, process for making and fragrance compositions

Theaspiran is a novel fragrance and flavor substance. Its uses and novel process for making it are disclosed.

4-(2,6,6-Trimethyl-2-cyclohexen-1-ylidene)-butan-2-ol

Cyclopentenes, some of them novel, process for making same and odorant compositions containing them.

Isopropyl- and isopropenyl cyclopentene carboxylic esters

Novel odorants of the formulae: ##STR1## wherein R.sup.1 represents a hydrogen atom or a methyl group and R.sup.2 represents a C.sub.1-6 alkyl group and wherein one of the two additional bonds indicated by dots may be present.

Growing community of inventors

Wettingen, Switzerland

Peter Naegeli