# US 4,391,999 A · 3,4,5,6,6-Pentamethyl hexanol-2 and alkyl homologues thereof; process for preparing same and organoleptic uses thereof

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- Number: US 4,391,999 A
- Document ID: US4391999A
- Status: Granted
- Kind: A
- Application number: 06/399,066
- Filed: 1982-07-16
- Granted: 1983-07-05
- Earliest claimed: 1980-12-04
- Assignees: International Flavors & Fragrances Inc.
- Inventors: Richard M. Boden
- Web page: https://patentgrep.com/patent/US4391999A

## CPC

- C11D 3/3956: {Liquid compositions}
- A23L 27/2026: {Hydroxy compounds}
- A24B 15/32: by acyclic compounds
- C07C 29/145: with hydrogen or hydrogen-containing gases
- C07C 31/125: containing five to twenty-two carbon atoms
- C07C 45/455: {with carboxylic acids or their derivatives}
- C11B 9/0007: {Aliphatic compounds}
- C11D 1/24: containing ester or ether groups directly attached to the nucleus
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B)
- A24B: MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- 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)

## Abstract

Described is the novel compound genus defined according to the structure: ##STR1## wherein R.sub.1 is selected from the group consisting of C.sub.1 -C.sub.3 alkyl useful in augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes, perfumed articles (including a solid or liquid anionic, cationic, nonionic or zwitterionic detergents) smoking tobacco and smoking tobacco articles.

## Claims

### Claim 1

At least one compound defined according to the structure: ##STR54## wherein R.sub.1 is C.sub.1 -C.sub.3 alkyl.

### Claim 2 (depends on 1)

The compound of claim 1 wherein R.sub.1 is methyl.

### Claim 3

A composition of matter including a major proportion of a compound having the structure: ##STR55## wherein R.sub.1 is C.sub.1 -C.sub.3 alkyl produced according to the process consisting essentially of the step of treating with hydrogen in the presence of a catalyst selected from the group consisting of Raney nickel and Rhodium at least one compound defined according to the structure: ##STR56## wherein in the compound having the structure: ##STR57## one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines are carbon-carbon single bonds and the temperature in the range of from 100.degree. C. up to 200.degree. C. and at a pressure in the range of from 400 psig up to 1400 psig.

### Claim 4

The product consisting essentially of a compound having the structure: ##STR58## produced according to the process consisting essentially of the step of reacting with hydrogen in the presence of a catalyst selected from the group consisting of Raney nickel and Rhodium at least one compound defined according to the structure: ##STR59## wherein R.sub.1 is C.sub.1 -C.sub.3 alkyl and in the structure: ##STR60## one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines are carbon-carbon single bonds.

### Claim 5 (depends on 3)

The product of claim 3 wherein R.sub.1 is methyl.

### Claim 6 (depends on 4)

The product of claim 4 wherein R.sub.1 is methyl.