Hemiacetyl proflavors

Patent metadata

Field	Value
Publication number	US-2017339986-A1
Application number	US-201515538506-A
Country	US
Kind code	A1
Filing date	Dec 21, 2015
Priority date	Dec 24, 2014
Publication date	Nov 30, 2017
Grant date	—

Abstract

Provided herein is a compound having the formula I

wherein R1 and R2 are independently selected from a branched or straight C 1 -C 6 alkyl and a C 1 -C 6 alkenyl, n is 1, 2, 3, 4, 5 or 6 and x is independently 0, 1 or 2; provided that when n is 1, x is 2. Also provided herein is a method of releasing acetaldehyde into an aqueous solution comprising delivering a compound of formula I to the aqueous solution wherein R1 and R2 are independently selected from a branched or straight C 1 -C 6 alkyl and a C 1 -C 6 alkenyl, n is 1, 2, 3, 4, 5 or 6 and x is independently 0, 1 or 2; provided that when n is 1, x is 2. Also provided is a flavor or aroma-modifying composition comprising:
i) a flavor or aroma-conferring or modifying ingredient, at least one compound according to formula (I) above; ii) at least one ingredient selected from the group consisting of a flavor carrier and a flavor base; and iii) optionally at least one flavor adjuvant.

First claim

1 . A compound having the formula I

wherein R1 and R2 are independently selected from a branched or straight C 1 -C 6 alkyl and a C 1 -C 6 alkenyl, n is 1, 2, 3, 4, 5 or 6 and x is independently 0, 1 or 2; provided that when n is 1, x is 2.20 pa

2 . The compound as recited in claim 1 wherein R 1 and R 2 are independently a straight or branched C 1 -C 4 akyl.

3 . The compound as recited in claim 2 wherein R 1 and R 2 are independently selected from the group consisting of methyl, ethyl, propyl, and butyl.

4 . The compound as recited in any one of claims 1 to 3 wherein n is 1 and x is 2.

5 . The compound as recited in any one of claims 1 - 3 wherein n is 2 and x is independently 0, 1 or 2.

6 . The compound as recited in any one of claims 1 to 3 wherein n is 3, 4, 5 or 6 and x is independently 0, 1 or 2.

7 . The compound as recited in claim 1 selected from the group consisting of bis(1-ethoxyethyl) succinate; bis(1-ethoxyethyl) adipate; bis(1-ethoxyethyl) fumarate; bis(1-propoxyethyl) succinate; bis(1-propoxyethyl) adipate; bis(1-propoxyethyl) fumarate; bis(1-butoxyethyl) succinate; bis(1-butoxyethyl) adipate, and bis(1-butoxyethyl) fumarate.

8 . A method of releasing acetaldehyde into an aqueous solution comprising delivering a compound of formula I:

to the aqueous solution wherein R1 and R2 are independently selected from a branched or straight C 1 -C 6 alkyl and a C 1 -C 6 alkenyl, n is 1, 2, 3, 4, 5 or 6 and x is independently 0, 1 or 2 provided that when n is 1, x is 2.

9 . The method as recited in claim 9 wherein R 1 and R 2 are independently a straight or branched C 1 -C 4 akyl.

10 . The method as recited in claim 10 wherein R 1 and R 2 are independently selected from the group consisting of methyl, ethyl, propyl, and butyl.

11 . The method as recited in any one of claims 8 - 11 wherein n is 1 and x is 2.

12 . The method as recited in any one of claims 8 - 11 wherein n is 2 and x is independently 0, 1 or 2.

13 . The method as recited in 8 wherein Compound I is selected from the group consisting of bis(1-ethoxyethyl) succinate; bis(1-ethoxyethyl) adipate; bis(1-ethoxyethyl) fumarate; bis(1-propoxyethyl) succinate; bis(1-propoxyethyl) adipate; bis(1-propoxyethyl) fumarate; bis(1-butoxyethyl) succinate; bis(1-butoxyethyl) adipate, and bis(1-butoxyethyl) fumarate.

14 . A flavor-modifying composition comprising:
i) a flavor or aroma-conferring or modifying ingredient, at least one compound according to formula (I) as defined in any one of claims 1 to 8 ; ii) at least one ingredient selected from the group consisting of a flavor carrier and a flavor base; and iii) optionally at least one flavor adjuvant.

15 . A flavored article comprising:
i) at least one compound of formula (I), as defined in any one of claims 1 to 8 , or a composition as defined in claim 9 ; and ii) a foodstuff base.

Assignees

• Firmenich & Cie

Inventors

• Womack Gary B
• Sillick Matthew

Classifications

• C07C69/40

  Succinic acid esters · CPC title

• C07C69/60

  Maleic acid esters; Fumaric acid esters · CPC title

• C07C69/44

  Adipic acid esters · CPC title

• A23L27/29

  Fruit flavours · CPC title

• A23L27/2028

  Carboxy compounds · CPC title