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US4332829A Expired / Lapsed US ⏱️ 0.0 years remaining

Methylthiomethyl esters as flavor additives

Assignee: POLAKS FRUTAL WORKS BV A CORP OF NETHERLANDS
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Filing: 1981-02-02
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Granted: 1982-06-01
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Expires: 2001-02-02
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Abstract

Abstract Methylthiomethyl esters of aliphatic acids have been found useful in imparting or enhancing flavors in foodstuffs. They are particularly useful with respect to fruit and berry flavors.

Inventors

  • 👤 Steven van den Bosch
  • 👤 Evert van't Land
  • 👤 Jan Stoffelsma

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 16:47
CPC Classifications
C; C07; C07C; C07C323/00; A; A23; A23L; A23L27/00; A23L27/20; A23L27/202; A23L27/2022; A23L27/29

Claims Analysis

Total Claims: 36
Claim 1
Independent Claim 177 words
A fruit or berry flavoring composition or a fruit or berry flavor-enhancing composition comprising a combination of olfactorily active ingredients including at least one methylthiomethyl ester having the structural formula R--COOCH 2 --S--CH 3 wherein R is selected from the class consisting of hydrogen, alkyl radicals with 2 to 9 carbon atoms, alkenyl radicals with 2 to 9 carbon atoms, and polyunsaturated radicals with 4 to 9 carbon atoms and at least one compound selected from the class consisting of: orange oil isoamyl acetate phenyl ethyl isovalerate fusel oil damascenone lie de vin ethyl maltol 2-methyl butanol 2-methylbutyric acid phenylethyl alcohol angelica root oil trans-2-hexenol buchu oil methyl anthranilate cognac oil 2-methyl-2-pentenoic acid petitgrain oil vanillin cedar leaf oil maltol isoamyl isovalerate benzyl alcohol methyl butyrate linaolool isobutyl acetate isoamyl butyrate methyl isobutyl carbinyl acetate ethyl acetate ethyl butyrate ethyl benzoate ethyl hexanoate citral ethyl heptanoate cuminic aldehyde cis-3-hexenol beta-ionone ethyl isovalerate tangerine oil phenyl butyrate benzyl acetate amyl acetate orange peel oil geranyl acetate bergamot oil gamma-nonalactone lime oil Ylang Ylang orange terpenes beta-terpineol methyl cinnamate.
Claim 2
Dependent Claim 177 words
A fruit or berry flavoring composition or a fruit or berry flavor-enhancing composition comprising a combination of olfactorily active ingredients including at least one methylthiomethyl ester having the structural formula R--COOCH 2 --S--CH 3 wherein R is selected from the class consisting of hydrogen, alkyl radicals with 2 to 9 carbon atoms, alkenyl radicals with 2 to 9 carbon atoms, and polyunsaturated radicals with 4 to 9 carbon atoms and at least one compound selected from the class consisting of: orange oil isoamyl acetate phenyl ethyl isovalerate fusel oil damascenone lie de vin ethyl maltol 2-methyl butanol 2-methylbutyric acid phenylethyl alcohol angelica root oil trans-2-hexenol buchu oil methyl anthranilate cognac oil 2-methyl-2-pentenoic acid petitgrain oil vanillin cedar leaf oil maltol isoamyl isovalerate benzyl alcohol methyl butyrate linaolool isobutyl acetate isoamyl butyrate methyl isobutyl carbinyl acetate ethyl acetate ethyl butyrate ethyl benzoate ethyl hexanoate citral ethyl heptanoate cuminic aldehyde cis-3-hexenol beta-ionone ethyl isovalerate tangerine oil phenyl butyrate benzyl acetate amyl acetate orange peel oil geranyl acetate bergamot oil gamma-nonalactone lime oil Ylang Ylang orange terpenes beta-terpineol methyl cinnamate.
Claim 3
Dependent Claim 21 words
A flavoring composition according to claim 1 wherein R is hydrogen or an alkyl radical with 1 to 9 carbon atoms.
Claim 4
Dependent Claim 13 words
The flavoring composition according to claim 2 wherein the ester is methylthiomethyl butyrate.
Claim 5
Dependent Claim 13 words
The flavoring composition according to claim 2 wherein the ester is methylthiomethyl isobutyrate.
Claim 6
Dependent Claim 13 words
The flavoring composition according to claim 2 wherein the ester is methylthiomethyl 2-methylbutyrate.
Claim 7
Dependent Claim 13 words
The flavoring composition according to claim 2 wherein the ester is methylthiomethyl valerate.
Claim 8
Dependent Claim 13 words
The flavoring composition according to claim 2 wherein the ester is methylthiomethyl isovalerate.
Claim 9
Dependent Claim 13 words
The flavoring composition according to claim 2 wherein the ester is methylthiomethyl hexanoate.
Claim 10
Dependent Claim 13 words
The flavoring composition according to claim 2 wherein the ester is methylthiomethyl heptanoate.
Claim 11
Dependent Claim 13 words
The flavoring composition according to claim 2 wherein the ester is methylthiomethyl octanoate.
Claim 12
Dependent Claim 19 words
A flavoring composition according to claim 1 wherein R is an alkenyl radical with 2 to 9 carbon atoms.
Claim 13
Dependent Claim 13 words
The flavoring composition according to claim 11 wherein the ester is methylthiomethyl tiglate.
Claim 14
Dependent Claim 13 words
The flavoring composition according to claim 11 wherein the ester is methylthiomethyl 2-hexenoate.
Claim 15
Dependent Claim 13 words
The flavoring composition according to claim 11 wherein the ester is methylthiomethyl 2-methyl-2-pentenoate.
Claim 16
Dependent Claim 20 words
A flavoring composition according to claim 1 wherein R is a polyunsaturated alkyl radical with 4 to 9 carbon atoms.
Claim 17
Dependent Claim 13 words
The flavoring composition according to claim 15 wherein the ester is methylthiomethyl lavandulate.
Claim 18
Dependent Claim 72 words
A foodstuff to which has been added about 0.1 to 5 parts per million, based on the total weight of said foodstuff, of at least one methylthiomethyl ester having the structural formula R--COOCH 2 SCH 3 wherein R is selected from the class consisting of hydrogen, alkyl radicals with 1 to 9 carbon atoms, alkenyl radicals with 2 to 9 carbon atoms and polyunsaturated alkyl radicals with 4 to 9 carbon atoms.
Claim 19
Dependent Claim 72 words
A foodstuff to which has been added about 0.1 to 5 parts per million, based on the total weight of said foodstuff, of at least one methylthiomethyl ester having the structural formula R--COOCH 2 SCH 3 wherein R is selected from the class consisting of hydrogen, alkyl radicals with 1 to 9 carbon atoms, alkenyl radicals with 2 to 9 carbon atoms and polyunsaturated alkyl radicals with 4 to 9 carbon atoms.
Claim 20
Dependent Claim 20 words
A foodstuff according to claim 17 wherein R is hydrogen or an alkyl radical with 1 to 9 carbon atoms.
Claim 21
Dependent Claim 11 words
The foodstuff of claim 18 wherein the ester is methylthiomethyl butyrate.
Claim 22
Dependent Claim 11 words
The foodstuff of claim 18 wherein the ester is methylthiomethyl isobutyrate.
Claim 23
Dependent Claim 11 words
The foodstuff of claim 18 wherein the ester is methylthiomethyl 2-methylbutyrate.
Claim 24
Dependent Claim 11 words
The foodstuff of claim 18 wherein the ester is methylthiomethyl valerate.
Claim 25
Dependent Claim 11 words
The foodstuff of claim 18 wherein the ester is methylthiomethyl isovalerate.
Claim 26
Dependent Claim 11 words
The foodstuff of claim 18 wherein the ester is methylthiomethyl hexanoate.
Claim 27
Dependent Claim 11 words
The foodstuff of claim 18 wherein the ester is methylthiomethyl heptanoate.
Claim 28
Dependent Claim 11 words
The foodstuff of claim 18 wherein the ester is methylthiomethyl octanoate.
Claim 29
Dependent Claim 18 words
A foodstuff according to claim 17 wherein R is an alkenyl radical with 2 to 9 carbon atoms.
Claim 30
Dependent Claim 11 words
The foodstuff of claim 27 wherein the ester is methylthiomethyl tiglate.
Claim 31
Dependent Claim 11 words
The foodstuff of claim 27 wherein the ester is methylthiomethyl 2-hexenoate.
Claim 32
Dependent Claim 11 words
The foodstuff of claim 27 wherein the ester is methylthiomethyl 2-methyl-2-pentenoate.
Claim 33
Dependent Claim 19 words
A foodstuff according to claim 17 wherein R is a polyunsaturated alkyl radical with 4 to 9 carbon atoms.
Claim 34
Dependent Claim 11 words
The foodstuff of claim 31 wherein the ester is methylthiomethyl lavandulate.
Claim 35
Independent Claim 70 words
A method of improving the flavor of a foodstuff which comprises adding thereto about 0.1 to 5 parts per million of at least one methylthiomethyl ester having the structural formula R--COOCH 2 SCH 3 wherein R is selected from the class consisting of hydrogen, alkyl radicals with 1 to 9 carbon atoms, alkenyl radicals with 2 to 9 carbon atoms and polyunsaturated alkyl radicals with 4 to 9 carbon atoms.
Claim 36
Independent Claim 70 words
A method of improving the flavor of a foodstuff which comprises adding thereto about 0.1 to 5 parts per million of at least one methylthiomethyl ester having the structural formula R--COOCH 2 SCH 3 wherein R is selected from the class consisting of hydrogen, alkyl radicals with 1 to 9 carbon atoms, alkenyl radicals with 2 to 9 carbon atoms and polyunsaturated alkyl radicals with 4 to 9 carbon atoms.

References Cited (Backward Citations)

US3900581A Cited
US3870800A Cited
US3978240A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-05-31 1985-11-30 1986-06-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-05-31 1989-11-30 1990-06-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-05-31 1993-11-30 1994-06-01 $7700.00 Window Closed / Lapsed

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