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Odorous Acetals Of Ethyl Vanillin And Ethyl Vanillin Derivatives

Abstract: The present invention relates to new odorous acetals which are useful as fragrance or flavor materials in particular in providing vanilla and spicy notes with a natural impression resembling vanilla absolute.

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Notices, Deadlines & Correspondence

Patent Information

Application #
Filing Date
18 June 2020
Publication Number
36/2020
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
patent@depenning.com
Parent Application
Patent Number
Legal Status
Grant Date
2023-06-07
Renewal Date

Applicants

S H KELKAR & COMPANY LIMITED
LBS Marg, Mulund (W), Mumbai, Maharashtra 400 080, India

Inventors

1. DOSZCZAK, Leszek
Zwartsluiskade 33, 3826 EG Amersfoort
2. SCHOLTEN, Andre
Heiligenbos 9, 5351 SW Berghem
3. DZIK, Wojciech I
Daguerrestraat 139, 1087DJ Amsterdam

Specification

1. Fragrance, flavor and/or deodorizing/masking composition comprising an aceta! selected from compounds of formula (1), formula (2), formula (3) or of formula (4)
wherein compound (1) is 2-ethoxy-l-(l-ethoxyemoxy)-4-methylbenzene; compound (2) is 3-etrioxy-4~(l-ethoxyethoxy)benzaldehyde; compound (3) is 2-(3-ethoxy-4-(l-ethoxyethoxy)phenyl)-4-methyl-l,3-dioxolane; and compound (4) is 2-ethoxy-l-(l-ethoxyethoxy)-4-(methoxymethyl)benzene.
2. Fragrance, flavor and/or deodorizing/masking compositions according to claim 1 wherein the acetal is selected from compound (1), compound (3) and compound (4).
3. Fragrance, flavor and/or deodorizing/masking compositions according to any of the preceding claims wherein the content of the acetal compound is comprised between 0.0001 and95wt%.

4. Fragrance, flavor and/or deodorizing/masking compositions according to claim 3
wherein the content of the acetal compound is comprised between 0.1 and 10 wt, %.
5. Fragrance, flavor and/or deodorizing/masking compositions according to any of the
preceding claims wherein the composition further comprises at least one ester and/or
one alcohol.
6. Fragrance, flavor and/or deodorizing/masking compositions according to claim 5 wherein the total content of the compound(s) of formula (1) or of formula (2) or of formula (3) or of formula (4) together with the ester(s) and/or alcohol(s) is superior to 25 wt%.
7. Fragrance, flavor and/or deodorizing/masking compositions according to any of the preceding claims wherein the composition further comprises in addition to the acetais of formula (1) or of formula (2) or of formula (3) or of formula (4) their respective parent phenol of formula (5) or of formula (6) or of formula (7) or of formula (8)
8. Fragrance, flavor and/or deodorizing/masking compositions according to claim 7
wherein the total content of the compound(s) of formula (1) or of formula (2) or of
fonnuia (3) or of formula (4) together with their respective parent phenol of formula (5) or of fonnuia (6) or of formula (7) or of formula (8) is superior to 5 wt%.
9. Fragrance, flavor and/or deodorizing/masking compositions according to any of
claims 7 or 8 wherein the weight ratio between the acetais of fonnuia (1) or of
fonnuia (2) or of fonnuia (3) or of formula (4) and their respective parent phenol of
fonnuia (5) or of formula (6) or of formula (7) or of fonnuia (8) is comprised between

0.01/99.99 and 99.99/0.01, for example between 0.1/99.9 and 99.9/0.1, for example between 1/99 and 99/1, for example between 1/99 and 20/80.
10. Fragrance, flavor and/or deodorizing/masking compositions according to any of claims 7 or 8 wherein the weight ratio between the acetals of formula (1) or of formula (2) or of formula (3) or of formula (4) and their respective parent phenol of formula (5) or of formula (6) or of formula (7) or of formula (8) is comprised between 80/20 and 99/1.
11. Fragrance, flavor and/or deodorizing/masking compositions according to any of the preceding claims wherein the composition further comprises, in addition to the acetals of formula (1) or of formula (2) or of formula (3) or of formula (4), a reaction product of the reaction between the respective parent phenol of formula (5) or of formula (6) or of formula (7) or of formula (8) with ethoxyethene.
12. Acetal of formula (1), formula (2), formula (3) or of formula (4) useful in the perfume, aroma and/or deodorizing/masking composition according to claim 1
wherein compound (1) is 2-ethoxy-l-(l-ethoxyethoxy)-4-methylbenzene; compound (2) is 3-ethoxy-4-(l-ethoxyethoxy)benzaldehyde; compound (3) is 2-(3-ethoxy-4-(l-

ethoxyethoxy)phenyl)-4-methyl-l,3-dioxolane; and compound (4) is 2-ethoxy-l-(l-ethoxyethoxy)-4-(methoxymethyl)benzene.
13. Acetal according to claim 12 wherein the acetal is selected from compound (1), compound (3) and compound (4).
14. Use of a fragrance, flavor and/or deodorizing/masking composition according to any of claims 1 to 11 in a perfumed or flavored product,
15. Use of an acetal according to any of claims 12 to 13 in a perfumed or flavored product.
16. Process for preparing acetal of formula (1), formula (2), fotmula (3) or of formula (4)
from compounds of formula (5), (6), (7), (8) respectively

by subjecting said compounds of formula (5), (6), (7), (8) to an acetalization synthesis
step.
17. Process for preparing acetal according to claim 16 wherein the synthesis is performed by reacting the compounds of formula (5), (6), (7), or (8) with ethoxyethene.
18. Process for preparing acetal according to claim 17 wherein the synthesis is performed under acidic conditions.

Documents

Orders

Section Controller Decision Date

Application Documents

# Name Date
1 202047025614-IntimationOfGrant07-06-2023.pdf 2023-06-07
1 202047025614.pdf 2020-06-18
2 202047025614-PatentCertificate07-06-2023.pdf 2023-06-07
2 202047025614-STATEMENT OF UNDERTAKING (FORM 3) [18-06-2020(online)].pdf 2020-06-18
3 202047025614-PROOF OF RIGHT [18-06-2020(online)].pdf 2020-06-18
3 202047025614-2. Marked Copy under Rule 14(2) [01-06-2023(online)].pdf 2023-06-01
4 202047025614-PRIORITY DOCUMENTS [18-06-2020(online)].pdf 2020-06-18
4 202047025614-Annexure [01-06-2023(online)].pdf 2023-06-01
5 202047025614-Retyped Pages under Rule 14(1) [01-06-2023(online)].pdf 2023-06-01
5 202047025614-FORM 1 [18-06-2020(online)].pdf 2020-06-18
6 202047025614-Written submissions and relevant documents [01-06-2023(online)].pdf 2023-06-01
6 202047025614-DECLARATION OF INVENTORSHIP (FORM 5) [18-06-2020(online)].pdf 2020-06-18
7 202047025614-Correspondence to notify the Controller [12-05-2023(online)].pdf 2023-05-12
7 202047025614-COMPLETE SPECIFICATION [18-06-2020(online)].pdf 2020-06-18
8 202047025614-FORM-26 [24-06-2020(online)].pdf 2020-06-24
8 202047025614-FORM-26 [12-05-2023(online)].pdf 2023-05-12
9 202047025614-FORM 3 [27-11-2020(online)].pdf 2020-11-27
9 202047025614-US(14)-HearingNotice-(HearingDate-18-05-2023).pdf 2023-04-27
10 202047025614-Correspondence_Power of Attorney_20-01-2023.pdf 2023-01-20
10 202047025614-FORM 3 [22-11-2021(online)].pdf 2021-11-22
11 202047025614-Correspondence_Notarized Affidavit_13-12-2022.pdf 2022-12-13
11 202047025614-FORM 18 [17-12-2021(online)].pdf 2021-12-17
12 202047025614-FER.pdf 2022-01-07
12 202047025614-Response to office action [17-11-2022(online)].pdf 2022-11-17
13 202047025614-ABSTRACT [06-10-2022(online)].pdf 2022-10-06
13 202047025614-Correspondence_Notarized Assignment_24-03-2022.pdf 2022-03-24
14 202047025614-CLAIMS [06-10-2022(online)].pdf 2022-10-06
14 202047025614-FORM 4(ii) [06-07-2022(online)].pdf 2022-07-06
15 202047025614-FER_SER_REPLY [06-10-2022(online)].pdf 2022-10-06
15 202047025614-Information under section 8(2) [28-07-2022(online)].pdf 2022-07-28
16 202047025614-FORM 3 [06-10-2022(online)].pdf 2022-10-06
16 202047025614-PETITION UNDER RULE 137 [06-10-2022(online)].pdf 2022-10-06
17 202047025614-OTHERS [06-10-2022(online)].pdf 2022-10-06
17 202047025614-Information under section 8(2) [06-10-2022(online)].pdf 2022-10-06
18 202047025614-Information under section 8(2) [06-10-2022(online)].pdf 2022-10-06
18 202047025614-OTHERS [06-10-2022(online)].pdf 2022-10-06
19 202047025614-FORM 3 [06-10-2022(online)].pdf 2022-10-06
19 202047025614-PETITION UNDER RULE 137 [06-10-2022(online)].pdf 2022-10-06
20 202047025614-FER_SER_REPLY [06-10-2022(online)].pdf 2022-10-06
20 202047025614-Information under section 8(2) [28-07-2022(online)].pdf 2022-07-28
21 202047025614-CLAIMS [06-10-2022(online)].pdf 2022-10-06
21 202047025614-FORM 4(ii) [06-07-2022(online)].pdf 2022-07-06
22 202047025614-ABSTRACT [06-10-2022(online)].pdf 2022-10-06
22 202047025614-Correspondence_Notarized Assignment_24-03-2022.pdf 2022-03-24
23 202047025614-FER.pdf 2022-01-07
23 202047025614-Response to office action [17-11-2022(online)].pdf 2022-11-17
24 202047025614-FORM 18 [17-12-2021(online)].pdf 2021-12-17
24 202047025614-Correspondence_Notarized Affidavit_13-12-2022.pdf 2022-12-13
25 202047025614-Correspondence_Power of Attorney_20-01-2023.pdf 2023-01-20
25 202047025614-FORM 3 [22-11-2021(online)].pdf 2021-11-22
26 202047025614-FORM 3 [27-11-2020(online)].pdf 2020-11-27
26 202047025614-US(14)-HearingNotice-(HearingDate-18-05-2023).pdf 2023-04-27
27 202047025614-FORM-26 [12-05-2023(online)].pdf 2023-05-12
27 202047025614-FORM-26 [24-06-2020(online)].pdf 2020-06-24
28 202047025614-COMPLETE SPECIFICATION [18-06-2020(online)].pdf 2020-06-18
28 202047025614-Correspondence to notify the Controller [12-05-2023(online)].pdf 2023-05-12
29 202047025614-DECLARATION OF INVENTORSHIP (FORM 5) [18-06-2020(online)].pdf 2020-06-18
29 202047025614-Written submissions and relevant documents [01-06-2023(online)].pdf 2023-06-01
30 202047025614-FORM 1 [18-06-2020(online)].pdf 2020-06-18
30 202047025614-Retyped Pages under Rule 14(1) [01-06-2023(online)].pdf 2023-06-01
31 202047025614-PRIORITY DOCUMENTS [18-06-2020(online)].pdf 2020-06-18
31 202047025614-Annexure [01-06-2023(online)].pdf 2023-06-01
32 202047025614-PROOF OF RIGHT [18-06-2020(online)].pdf 2020-06-18
32 202047025614-2. Marked Copy under Rule 14(2) [01-06-2023(online)].pdf 2023-06-01
33 202047025614-STATEMENT OF UNDERTAKING (FORM 3) [18-06-2020(online)].pdf 2020-06-18
33 202047025614-PatentCertificate07-06-2023.pdf 2023-06-07
34 202047025614.pdf 2020-06-18
34 202047025614-IntimationOfGrant07-06-2023.pdf 2023-06-07

Search Strategy

1 SearchStrategyE_05-01-2022.pdf

ERegister / Renewals

3rd: 14 Aug 2023

From 06/12/2020 - To 06/12/2021

4th: 14 Aug 2023

From 06/12/2021 - To 06/12/2022

5th: 14 Aug 2023

From 06/12/2022 - To 06/12/2023

6th: 14 Aug 2023

From 06/12/2023 - To 06/12/2024

7th: 29 Nov 2024

From 06/12/2024 - To 06/12/2025