PREPARATION OF 3-HYDROXY-3,6-DIMETHYLHEXAHYDROBENZOFURAN-2-ONE AND DERIVATIVES THEREOF

• US 20190322635A1
• Filed: 07/01/2019
• Published: 10/24/2019
• Est. Priority Date: 09/11/2015
• Status: Active Grant

• Current Assignee: P2 Science, Inc.
• Original Assignee: P2 Science, Inc.
• Inventors: FOLEY, Patrick, YANG, Yonghua, SALAM, Tania
• Granted Patent: US 11,008,299 B2
• Time in Patent Office: Days
• CPC Class Codes: A23L 27/2052 having oxygen or sulfur as the only hetero atoms
• CPC Class Codes: A23L 27/88 Taste or flavour enhancing agents
• CPC Class Codes: A23V 2002/00 Food compositions, function of food ingredients or processes for food or foodstuffs
• CPC Class Codes: A61K 8/4973 with oxygen as the only hetero atom
• CPC Class Codes: A61Q 13/00 Formulations or additives for perfume preparations essential oils or perfumes per se C11B9/00
• CPC Class Codes: C07C 2601/16 the ring being unsaturated
• CPC Class Codes: C07C 45/66 by dehydration
• CPC Class Codes: C07C 49/543 to a six-membered ring
• CPC Class Codes: C07D 307/83 Oxygen atoms

Abstract

The present invention relates to the synthesis of intermediate compounds which can be used in the synthesis of mint lactone and related compounds, including 3,6-dimethylhexahydrobenzofuran-2-ones, isomers, and other derivatives.

Claims

1-6. -6. (canceled)

7. A compound chosen from formulas (IX), (X), (XI), (XII) and (XIII) below:

10. A compound according to claim 7, wherein the compound is a compound of general formula (XIII) below and/or an isomer thereof and/or a polymeric derivative thereof:

11. The compound of claim 10, wherein said X is chlorine.

19. An organoleptic composition, comprising a compound according to claim 7, wherein said composition comprises:

isomeric 3,6-dimethylhexahydrobenzofuran-2-one having at least 20% of a combination of isomers having following formulas (IX) and (X),

30. The organoleptic compound according to claim 7, which is a compound of formula XI, which is derived from 3-hydroxy-3,6-dimethylhexahydrobenzofuran-2-one.

31. The organoleptic compound according to claim 7, which is a compound of formula XII, which is derived from 3-hydroxy-3,6-dimethylhexahydrobenzofuran-2-one.

8-9. -9. (canceled)

12-18. -18. (canceled)

20-29. -29. (canceled)