Compound having cyclopropane ring, and flavor and/or fragrance composition containing same

Patent metadata

Field	Value
Publication number	US-9296675-B2
Application number	US-201414760744-A
Country	US
Kind code	B2
Filing date	Mar 7, 2014
Priority date	Mar 12, 2013
Publication date	Mar 29, 2016
Grant date	Mar 29, 2016

Abstract

Provided are a compound of formula (1), having a cyclopropane ring, which can impart a floral or citrus-like aroma and a flavor composition containing at least one compound of formula (1):

wherein, R 1 , R 2 , R 3 and R 5 independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, wherein at least two groups among R 1 , R 2 , R 3 and R 5 independently represent an alkyl group; R 4 represents a group selected from a formyl group, a hydroxymethyl group, a 1-hydroxy-1-ethyl group, a 1-hydroxy-1-propyl group, a 1-hydroxy-1-butyl group and a 2-hydroxy-1-propyl group; m represents 0 to 2; n represents 0 or 1; and a wavy line stands for a cis-configuration, a trans-configuration or a mixture of a cis-configuration and a trans-configuration with respect to position-2 on a cyclopropane ring.

First claim

The invention claimed is:

1. A compound represented by Formula (1):

wherein
R 1 , R 2 , R 3 , and R 5 each represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, provided that two or more groups of R 1 , R 2 , R 3 , and R 5 are alkyl groups;
R 4 represents a group selected from a formyl group, a hydroxymethyl group, a 1-hydroxy-1-ethyl group, a 1-hydroxy-1-propyl group, a 1-hydroxy-1-butyl group, and a 2-hydroxy-1-propyl group;
m is 0 to 2;
n is 0 or 1; and
the wavy lines indicate a cis-configuration, a trans-configuration, or a mixture of a cis-configuration and a trans-configuration with respect to position-2 on the cyclopropane ring.

2. The compound according to claim 1 , wherein
R 4 is a group selected from a hydroxymethyl group, a 1-hydroxy-1-ethyl group, a 1-hydroxy-1-propyl group, a 1-hydroxy-1-butyl group, and a 2-hydroxy-1-propyl group.

3. The compound according to claim 2 , wherein
R 1 and R 3 are both methyl groups.

4. The compound according to claim 2 , wherein
R 1 , R 2 , and R 3 are all methyl groups.

5. The compound according to claim 2 , wherein
R 5 is a methyl group.

6. A flavor and/or fragrance composition, comprising the compound according to claim 1 .

7. A food or beverage, a cosmetic, an air-freshener, a daily necessity or grocery, an oral cavity composition, a hair-care product, a skin-care product, a body-cleaning agent, a laundry detergent, a laundry softener, a toiletry product, a fiber or fiber product, a garment, or a pharmaceutical, comprising the flavor and/or fragrance composition according to claim 6 .

Assignees

• Takasago Perfumery Co Ltd

Inventors

• Yamamoto Kenichi

Classifications

• C07C33/34 Primary

  Monohydroxylic alcohols containing six-membered aromatic rings and other rings · CPC title

• C07C31/13

  Monohydroxylic alcohols containing saturated rings · CPC title

• C11B9/003

  the ring containing less than six carbon atoms · CPC title

• C07C47/293 Primary

  with three- or four-membered ring · CPC title

• D06M13/144

  Alcohols; Metal alcoholates (D06M13/11 takes precedence) · CPC title