# US 9,775,371 B2 · Decanoic acid derivatives and flavoring compositions

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- Number: US 9,775,371 B2
- Document ID: US9775371B2
- Status: Granted
- Kind: B2
- Application number: 14/370,305
- Filed: 2013-02-06
- Published: 2014-12-25
- Granted: 2017-10-03
- Earliest claimed: 2012-02-27
- Assignees: T. Hasegawa Co., Ltd.
- Applicants: T. Hasegawa Co., Ltd.
- Inventors: Daichi Oguro; Kenji Haraguchi; Hiroyasu Takaku
- Web page: https://patentgrep.com/patent/US9775371B2

## CPC

- A23L 27/206: {Dairy flavours}
- A21D 2/14: Organic oxygen compounds
- A23C 9/152: containing additives (fermented milk preparations containing additives A23C9/13)
- A23D 7/0056: {Spread compositions}
- A23D 7/013: {Spread compositions}
- A23D 9/007: characterised by ingredients other than fatty acid triglycerides
- A23D 9/013: Other fatty acid esters, e.g. phosphatides
- A23F 3/163: {Liquid or semi-liquid tea extract preparations, e.g. gels or liquid extracts in solid capsules}
- A23F 5/243: {Liquid, semi-liquid or non-dried semi-solid coffee extract preparations; Coffee gels; Liquid coffee in solid capsules (A23F5/246 takes precedence)}
- A23F 5/405: {comprising ground coffee or ground coffee substitute particles}
- A23F 5/465: {Flavouring with flavours other than natural coffee flavour or coffee oil}
- A23G 9/32: characterised by the composition {containing organic or inorganic compounds}
- A23L 2/56: Flavouring or bittering agents (sweeteners A23L2/60)
- A23L 2/66: Proteins
- A23L 27/2028: {Carboxy compounds}
- A61K 8/37: Esters of carboxylic acids
- A61Q 19/00: Preparations for care of the skin
- C07C 69/34: Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
- C07C 69/67: of saturated acids
- C11B 9/0019: {carbocylic acids; Salts or esters thereof}
- A61K 2800/10: General cosmetic use
- A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B)
- A21D: TREATMENT OF FLOUR OR DOUGH FOR BAKING, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS (preservation of flour or dough before baking A23B40/00; preservation of bakery products A23B45/00)
- A23C: DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; PREPARATION THEREOF (preservation thereof A23B11/00)
- A23D: EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS (preservation thereof A23B20/00; production, refinement or preservation of animal or vegetable fats or oils C11B, C11C)
- A23F: COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
- A23G: COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- 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

This invention relates to alkyl 5-acyloxydecanoate having formula (1) as follows: wherein R1 denotes a hydrogen atom or an alkyl group having one to four carbon atoms, R2 denotes an alkyl group having one to four carbon atoms, with the proviso that the case where R1 is a methyl group and R2 is a methyl group or an ethyl group is excluded, which is capable of giving to food products or the like a characteristic flavor, or a sensory impression, of milk, fat or cream, and to the use of the same in flavoring compositions.

## Claims

### Claim 1

An alkyl 5-acyloxydecanoate of formula (1) as follows:
wherein:
R1 is a hydrogen atom or an alkyl group having one to four carbon atoms, and
R2 is an alkyl group having one to four carbon atoms,
with the proviso that the following compounds are excluded:

### Claim 2 (depends on 1)

The compound of claim 1, which is selected from the group consisting of methyl 5-formyloxydecanoate and ethyl 5-formyloxydecanoate.

### Claim 3

A flavoring composition, which comprises, as an effective ingredient, an alkyl 5-acyloxydecanoate of formula (1) as follows:
wherein:
R1 is a hydrogen atom or an alkyl group having one to four carbon atoms, and
R2 is an alkyl group having one to four carbon atoms,
with the proviso that the following compounds are excluded:

### Claim 4 (depends on 1)

A food product comprising 1 ppb to 100 ppm of the compound of claim 1.

### Claim 5

A food product comprising the flavoring composition of claim wherein the flavoring composition comprises 1 ppb to 100 ppm of the compound of formula (1).

### Claim 6 (depends on 2)

A food product comprising 1 ppb to 100 ppm of the compound of claim 2.

### Claim 7 (depends on 1)

A method of flavoring, comprising combining 1 ppb to 100 ppm of the compound of claim 1 with a food.

### Claim 8 (depends on 3)

A method of flavoring, comprising combining the flavoring composition of claim 3 with a food, wherein the flavoring composition comprises 1 ppb to 100 ppm of the compound of formula (1).