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US 11,198,667 B2Granted
Chemical process of preparing dehydrohedione
AssigneeInternational Flavors & Fragrances Inc.
InventorsJames S. Sharley, Ian R. Baxendale, Estela Espinos Ferri, Ana Maria Collado Perez, Isabelle Fernandez Fernandez
Life of this patent
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Abstract
Disclosed is a chemical process of preparing dehydrohedione from Hedione via α-chlorination and elimination steps. The process can be conducted in a one-pot process or in a continuous reactor system. Accordingly, a simple and cost effective process of preparing cis-Hedione enriched products is developed through reduction of dehydrohedione in the presence of a chiral catalyst system.
Claims14
A chemical process comprising:
- chlorinating methyl 2-(3-oxo-2-pentylcyclopentyl)acetate to obtain methyl 2-(2-chloro-3-oxo-2-pentylcyclopentyl)acetate (“α-chlorohedione”) in the presence of a chlorinating agent at a temperature of 55° C. or below, and
- eliminating chlorine spontaneously from α-chlorohedione to obtain methyl 2-(3-oxo-2-pentylcyclopent-1-en-1-yl)acetate (“dehydrohedione”) in the presence of methanol at a temperature of less than 30° C.
Dependencies are inferred from the claim text.