Synthesis of aryl cyclohexane ester derivatives useful as sensates in consumer products
AssigneeThe Procter & Gamble Company
InventorsJohn August WOS, Kenneth Edward YELM, Gregory Mark BUNKE, Heath Alan FREDERICK, Michael REILLY, John Christian HAUGHT, Koti Tatachar SREEKRISHNA, Yakang LIN
Life of this patent
Estimating the term…
Abstract
Personal care compositions, such as oral care and skin care compositions containing a flavor/perfume system comprising one or more coolants. The pleasant cool sensation provided by a coolant is enhanced in terms of quicker onset, greater intensity, impact or longer duration, which improves appeal and acceptability of the compositions to consumers.
Claims23
A compound comprising the following structure:
- n=0 to 4;
- m=0 to 7;
- and wherein X is independently selected from O or H,H
- R1 and R2 are independently selected from H, C, alkyl, aryl, substituted aryl, heteroalkyl, amino, amido, aminoalkyl, alkoxy;
- or when bound together, form part of an aromatic ring system;
- and including any acceptable salts or solvates thereof.
A personal care composition comprising a compound comprising the following structure:
- n=0 to 4;
- m=0 to 7;
- and wherein X is independently selected from O or H,H
- R1 and R2 are independently selected from H, C, alkyl, aryl, substituted aryl, heteroalkyl, amino, amido, aminoalkyl, alkoxy;
- or when bound together, form part of an aromatic ring system;
- and including any acceptable salts or solvates thereof.
A method of preparing esters of menthol and menthol derivatives of Formula (I):
- n=0 to 4;
- m=0 to 7;
- and wherein X is independently selected from O or H,H
- R1 and R2 are independently selected from H, C, alkyl, aryl, substituted aryl, heteroalkyl, amino, amido, aminoalkyl, alkoxy;
- or when bound together, form part of an aromatic ring system.
- comprising the steps of reacting an alcohol of Formula (II) in a coupling reaction:
- wherein n=0 to 4;
- with an activated carboxylic acid derivative of Formula (III):
- and wherein m=0 to 6 and Y is an activated leaving group.
A method of preparing menthylcarboxylic acid ester derivatives of Formula (I):
- n=0 to 4;
- m=0 to 7;
- and wherein X is independently selected from O or H,H
- R1 and R2 are independently selected from H, C, alkyl, aryl, substituted aryl, heteroalkyl, amino, amido, aminoalkyl, alkoxy;
- or when bound together, form part of an aromatic ring system.
- comprising the steps of reacting a carboxylic acid derivative of Formula (II):
- wherein Y is an activated leaving group;
- in a coupling reaction with an alcohol derivative of Formula (III):
- and wherein m=1 to 6.
Dependencies are inferred from the claim text.