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US 2024/0308948 A1Published application
Organic tertiary or quaternary ammonium salts as catalysts in the formation of gamma, delta-unsaturated ketones
AssigneeDsm IP Assets B.V.
InventorsFabrice AQUINO, Werner BONRATH, Francesco PACE
Life of this patent
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Abstract
The present invention relates to the manufacture of gamma, delta-unsaturated ketones from tertiary vinyl carbinols and vinylic ethers or ketals using an organic tertiary or quaternary ammonium salt as catalyst.
Claims17
A process for the manufacture of gamma, delta-unsaturated ketones of the formula (I)
- by reaction of a compound of the formula (II) with a compound of the formula (IIIa) or (IIIb)
- in the presence of an organic tertiary or quaternary ammonium salt as catalyst;
- wherein
- R1 represents a methyl or ethyl group;
- R2 represents a saturated or unsaturated linear or branched or cyclic hydrocarbyl group with 1 to 46 C atoms;
- R3 represents a methyl or an ethyl group;
- R4 represents H or methyl or an ethyl group;
- R5 represents a linear or branched C1-10-alkyl group, particularly a methyl or an ethyl group;
- R5′ and R5″ represent
- either a linear or branched C1-10-alkyl group, particularly a methyl or an ethyl group;
- or R5′ and R5″ form together a linear or branched C1-10-alkylene group, particularly an ethylene or propylene group;
- and
- wherein the wavy line represents a carbon-carbon bond and which when linked to the carbon-carbon double bond is either in the Z or in the E-configuration.
10 more elements
A reaction mixture comprising a compound of the formula (II),
- a compound of the formula (IIIa) or (IIIb)
- and a catalyst being an organic tertiary or quaternary ammonium salt
- wherein
- R1 represents a methyl or ethyl group;
- R2 represents a saturated or unsaturated linear or branched or cyclic hydrocarbyl group with 1 to 46 C atoms;
- R3 represents a methyl or an ethyl group;
- R4 represents H or methyl or an ethyl group;
- R5 represents a linear or branched C1-10-alkyl group, particularly a methyl or an ethyl group;
- R5′ and R5″ represent
- either a linear or branched C1-10-alkyl group, particularly a methyl or an ethyl group;
- or R5′ and R5″ form together a linear or branched C1-10-alkylene group, particularly an ethylene or propylene group.
8 more elements
Dependencies are inferred from the claim text.