# US 2020/0399560 A1 · Odorous acetals of ethyl vanillin and ethyl vanillin derivatives > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2020/0399560 A1 - Document ID: US20200399560A1 - Status: Published application - Kind: A1 - Application number: 15/733,266 - Filed: 2018-12-06 - Published: 2020-12-24 - Earliest claimed: 2017-12-20 - Assignees: S H Kelkar and Company Limited - Applicants: S H Kelkar & Company Limited - Inventors: Leszek DOSZCZAK; Andre SCHOLTEN; Wojciech I DZIK - Web page: https://patentgrep.com/patent/US20200399560A1 ## CPC - C11B 9/0061: {compounds containing a six-membered aromatic ring not condensed with another ring} - A23L 27/204: {Aromatic compounds} - A23L 27/84: {Flavour masking or reducing agents} - A61K 8/347: {Phenols} - A61K 8/35: Ketones, e.g. benzophenone - A61K 8/4973: {with oxygen as the only hetero atom} - A61L 9/01: Deodorant compositions {(compositions released by contact with a liquid A61L9/05)} - A61Q 13/00: Formulations or additives for perfume preparations (essential oils or perfumes per se C11B9/00) - C07C 41/54: by addition of compounds to unsaturated carbon-to-carbon bonds - C07C 45/64: by introduction of functional groups containing oxygen only in singly bound form - C07D 317/22: etherified - C11B 9/0076: {the hetero rings containing less than six atoms} - A23V 2002/00: Food compositions, function of food ingredients or processes for food or foodstuffs - 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) - A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B) - 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) - A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K) - A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - A23V: INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION ## 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. ## Claims ### Claim 1 A fragrance, flavor and/or deodorizing/masking composition comprising an acetal selected from compounds of formula (1), formula (2), formula (3) or of formula (4) wherein compound (1) is 2-ethoxy-1-(1-ethoxyethoxy)-4-methylbenzene; compound (2) is 3-ethoxy-4-(1-ethoxyethoxy)benzaldehyde; compound (3) is 2-(3-ethoxy-4-(1-ethoxyethoxy)phenyl)-4-methyl-1,3-dioxolane; and compound (4) is 2-ethoxy-1-(1-ethoxyethoxy)-4-(methoxymethyl)benzene. ### Claim 2 (depends on 1) The fragrance, flavor and/or deodorizing/masking composition according to claim 1 wherein the acetal is selected from compound (1), compound (3) and compound (4). ### Claim 3 (depends on 1) The fragrance, flavor and/or deodorizing/masking composition according to claim 1, wherein the content of the acetal compound is comprised between 0.0001 and 95 wt %. ### Claim 4 (depends on 3) The fragrance, flavor and/or deodorizing/masking composition according to claim 3 wherein the content of the acetal compound is comprised between 0.1 and 10 wt. %. ### Claim 5 (depends on 1) The fragrance, flavor and/or deodorizing/masking composition according to claim 1, wherein the composition further comprises at least one ester and/or one alcohol. ### Claim 6 (depends on 5) The fragrance, flavor and/or deodorizing/masking composition 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 %. ### Claim 7 (depends on 1) The fragrance, flavor and/or deodorizing/masking composition according to claim 1 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) their respective parent phenol of formula (5) or of formula (6) or of formula (7) or of formula (8) ### Claim 8 (depends on 7) The fragrance, flavor and/or deodorizing/masking composition according to claim 7 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 their respective parent phenol of formula (5) or of formula (6) or of formula (7) or of formula (8) is superior to 5 wt %. ### Claim 9 (depends on 7) The fragrance, flavor and/or deodorizing/masking composition according to claim 7 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 0.01/99.99 and 99.99/0.01, for example between 0.1/99.9 and 99.9/0.1. ### Claim 10 (depends on 7) The fragrance, flavor and/or deodorizing/masking composition according to claim 7 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. ### Claim 11 (depends on 1) The fragrance, flavor and/or deodorizing/masking composition according to claim 1 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. ### Claim 12 (depends on 1) An 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-1-(1-ethoxyethoxy)-4-methylbenzene; compound (2) is 3-ethoxy-4-(1-ethoxyethoxy)benzaldehyde; compound (3) is 2-(3-ethoxy-4-(1-ethoxyethoxy)phenyl)-4-methyl-1,3-dioxolane; and compound (4) is 2-ethoxy-1-(1-ethoxyethoxy)-4-(methoxymethyl)benzene. ### Claim 13 (depends on 12) The acetal according to claim 12 wherein the acetal is selected from compound (1), compound (3) and compound (4). ### Claim 14 (depends on 1) Use of a fragrance, flavor and/or deodorizing/masking composition according to claim 1 in a perfumed or flavored product. ### Claim 15 (depends on 12) Use of an acetal according to claim 12 in a perfumed or flavored product. ### Claim 16 A process for preparing acetal of formula (1), formula (2), formula (3) or of formula (4) from compounds of formula (5), (6), (7), (8) respectively comprising subjecting said compounds of formula (5), (6), (7), (8) to an acetalization synthesis step. ### Claim 17 (depends on 16) The 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. ### Claim 18 (depends on 17) The process for preparing acetal according to claim 17 wherein the synthesis is performed under acidic conditions.