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US 12,583,809 B2Granted
Process for preparing indene acryladehyde derivatives
AssigneeFirmenich SA
InventorsAnthony Alexander Birkbeck, Atulkumar Manvar, Eric Walther
Life of this patent
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Abstract
The present invention relates to the field of perfumery. More particularly, it concerns valuable new chemical intermediates for producing perfuming ingredients. Moreover, the present invention also comprises a process for producing compound of formula (I).
Claims16
A process for the preparation of a compound of formula
- in the form of any one of their stereoisomers or a mixture thereof, and wherein R1 and R2, independently from each other, represent a hydrogen atom or a C1-2 alkyl group;
- R9 represents a hydrogen atom or a methyl group;
- R3, R4, R5, R6, R7 and R8, independently from each other, represent a hydrogen atom or a C1-4 alkyl group;
- or two groups among R3, R4, R5, R6, R7 and R8 are taken together and form a C3-8 cycloalkyl or C5-8 cycloalkenyl group and the other groups have the same meaning as defined above;
- comprising the steps of
- a) converting a compound of formula
- in the form of any one of their stereoisomers or a mixture thereof, and wherein R2, R3, R4, R5, R6, R7, R8 and R9 have the same meaning as defined above;
- into an acetal of formula
- in the form of any one of their stereoisomers or a mixture thereof, and wherein R2, R3, R4, R5, R6, R7, R8 and R9 have the same meaning as defined above;
- Ra and Rb, independently from each other, represent a C1-4 alkyl group or Ra and Rb, when taken together, represent a C2-5 alkanediyl group;
- b) treating the acetal obtained in step a) with an acid and a compound of formula CHR1═CH—ORc;
- wherein Rc represents a C1-4 alkyl group and R1 has the same meaning as defined above;
- to obtain a compound of formula
- in the form of any one of their stereoisomers or a mixture thereof, and wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, Ra, Rb and Rc have the same meaning as defined above;
- and
- c) treating the compound of formula (IV) with an acid to obtain a compound of formula (I).
13 more elements
Dependencies are inferred from the claim text.