# US 4,394,285 A · Prins reaction products of diisoamylene, derivatives thereof, organoleptic uses thereof and processes for preparing same

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- Number: US 4,394,285 A
- Document ID: US4394285A
- Status: Granted
- Kind: A
- Application number: 06/391,575
- Filed: 1982-06-24
- Granted: 1983-07-19
- Earliest claimed: 1981-05-28
- Assignees: International Flavors & Fragrances Inc.
- Inventors: Richard M. Boden
- Web page: https://patentgrep.com/patent/US4394285A

## CPC

- A23G 4/06: characterised by the composition {containing organic or inorganic compounds}
- A24B 15/32: by acyclic compounds
- A24B 15/40: having only oxygen or sulfur as hetero atoms
- C11B 9/0015: {containing oxygen as the only heteroatom}
- C11B 9/008: {the hetero rings containing six atoms}
- C11D 3/50: Perfumes
- A23G: COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A24B: MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- C11B: PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES (drying-oils C09F)
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL

## Abstract

Described is the genus of compounds defined according to the structure: ##STR1## wherein one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds; wherein the wavy line represents a carbon-carbon single bond or no bond; wherein when the wavy line represents a carbon-carbon single bond, Z represents methylene and when the wavy line represents no bond, Z represents hydrogen or C.sub.2 -C.sub.4 acyl prepared according to a Prins reaction between diisoamylene defined according to the structure: ##STR2## wherein one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds or one of the structures: ##STR3## formaldehyde of a formaldehyde source such as trioxane or paraformaldehyde in the presence of an acyl anhydride and an acid catalyst; and organoleptic uses of such Prins reaction products in the field of perfumery, colognes, perfumed articles, foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos and smoking tobaccos.

## Claims

### Claim 1

A process for augmenting or enhancing the aroma of a perfumed article which is a solid or liquid anionic, cationic, nonionic or zwitterionic detergent comprising the step of adding to a solid or liquid anionic, cationic, nonionic or zwitterionic detergent base an aroma augmenting or enhancing quantity of at least one compound defined according to the structure: ##STR120## wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines is a carbon-carbon single bond; wherein the wavy line: is a carbon-carbon single bond or no bond at all; wherein Z represents hydrogen, --CH.sub.2 --, or C.sub.2 -C.sub.4 acyl; with the proviso that when the wavy line: is no bond at all, Z represents hydrogen or C.sub.2 -C.sub.4 acyl and when the wavy line: is a carbon-carbon single bond, then Z represents --CH.sub.2 --.