Givaudan Corporation

Ulrich Huber

Hans-Jakob Wild

Hans J Wild

Jost Wild

Bruno Peter Vaterlaus

Nicolas Kosslakoff

The instant invention provides a new and improved method of preparing .alpha.-hydroxycarbonyl compounds, particularly substituted cyclopent-2-en-2-ol-1-ones and substituted 3-hydroxy-2(5H)-furanones. The novel sequence involves a number of novel intermediates including substituted 2-cyanocyclopentanones, substituted 2-cyano-2-hydroxycyclopentanones, and 2-cyano-2-hydroxyvalero-.gamma.-lactones.

Novel intermediates for the preparation of .alpha.-hydroxycarbonyl

The instant invention provides a new and improved method of preparing .alpha.-hydroxycarbonyl compounds, particulary substituted cyclopent-2-en-2-ol-1-ones and substituted 3-hydroxy-2(5H)-furanones. The novel sequence involves a number of novel intermediates including substituted 2-cyanocyclopentanones, substituted 2-cyano-2-hydroxycyclopentanones, and 2-cyano-2-hydroxyvalero-.gamma.-lactones.

Process for the preparation of alpha-hydroxycarbonyl compounds

Dialkylamino-alkylene mercaptans and sulfides, useful for preparing flavoring compositions and foodstuffs and tobaccos, and process for preparing said compositions, foodstuffs and tobaccos.

Flavoring with dialkylamino-alkylene mercaptans and sulfides

This deals with a process for making furanones having the formula: ##STR1## wherein R represents a hydrogen atom or the methyl or ethyl group. These furanones are known flavoring substances. The furanones I are made by cleaving cyanohydrin from the following novel compounds: ##STR2## The novel compounds II are made by oxidizing the novel compounds: ##STR3##

Cyano dihydro furanones

This deals with a process for making furanones having the formula: ##STR1## wherein R represents a hydrogen atom or the methyl or ethyl group.

Process for making furanones

Polyphenols of the general formula: ##STR1## wherein R represents a readily cleavable ether group and R' represents a hydrogen atom or a lower alkoxycarbonyl, such as the methoxycarbonyl or ethoxycarbonyl group, and of phloroglucinol, are made by heating a compound of the general formula: ##STR2## wherein R and R' have the same significance given above, with an alkali metal alcoholate and, if desired, converting the resulting compound of formula I into pholoroglucinol by ether-cleavage and removal of any ester group denoted by R' which may be present in accordance with methods known per se.

Process for preparing polyphenols

Sweetening compositions with substantially instantaneous effect are made with a mixture of certain dihydrochalcones and agents such as gluconodelta-lactone, or gluconic acid or physiologically acceptable salts of such agents.

Sweetening compositions

The known sweetening agent, neohesperidin dihydrochalcone is manufactured by reacting phloroacetophenone-4'-.beta.-neohesperidoside with isovanillin in the presence of a secondary amine and an organic acid in solution to give neohesperidin or its chalcone and then hydrogenating the reaction product in a manner known per se.

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Zurich, Switzerland

Ulrich Huber