Givaudan S.a.

Quest International Services B.v.

Simon Ellwood

Christopher P Newman

Andreas Goeke

Martin Alan Lovchik

Fabio Arico

Tse Chi-Lam

William Alexander Thiam

Pietro Tundo

Martin Schroeder

Jan Thomas Haines

Christopher Furniss

Anne-Dominique Fortineau

Hai-Shan Dang

The regio-selective functionalization of a dialkyl benzene compound wherein the ratio of the compound functionalized at position (a) to the compound functionalized at the position (b) is at least 70:30, more particularly at least 80:20, still more particularly at least 85:15, and still more particularly at least 90:10, characterised in that the substituent R is an isobutyl group.

Process of forming 2-(4-isobutyl-2-methylphenyl) propanal

A method of making spirogalbanone includes the steps of:  The method affords an easier and more efficient method of preparation.

Process for preparing spirogalbanone

A process of preparing cyclic ethers is described. The process involves the reaction of at least one organic compound such as a dioi or a polyol which it has at least one pair of hydroxyl groups separated by 4 or 5 carbon atoms, and which is capable of being converted into an ether linkage, with an organic carbonate in the presence of a base. The base is an alkoxy, a carbonate or a hydroxide base or is a mixture of such bases. At least one of the hydroxyl groups of the organic compound is not a tertiary hydroxyl group.

Cyclic ethers

A method of making a 3-alkylcycloalkanol of formula 2: where Rrepresents a methyl or ethyl group, Rrepresents hydrogen, Rrepresents an ethyl, propyl, butyl, isobutyl or isoamyl group, Rrepresents hydrogen and Rrepresents hydrogen, or a methyl, ethyl, propyl, isobutyl or isoamyl group comprises the following steps: (1) carrying out an electrophilic substitution reaction of an alkyl group or precursor thereof, on an ortho-substituted alkylbenzene compound of formula 3: where Rrepresents hydrogen, or a methyl or ethyl group; (2) hydrogenating the reaction product of step (1); (3) performing an elimination reaction on one or more reaction products of step (2) to produce one or more alkene products; and (4) hydrating the one or more alkene products of step (3) to provide a 3-alkylcycloalkanol of formula 2. The electrophilic substitution reaction of step (1) may be a Friedel-Crafts acylation, e.g. using an isopropyl ketone precursor, or a Friedel-Crafts alkylation, e.g. using an isobutyl group. The 3-alkylcycloalkanols, especially 3-(2-methylpropyl)-1-methylcyclohexanol, are useful fragrance materials and find use in perfumes and perfumed products.

Production of 3-alkylcycloalkanols

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Rüschlikon, Switzerland

Simon Ellwood