Process for the preparation of intermediates for the synthesis of vitamin A derivatives from polyenes by cyclisation

US11958797B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-11958797-B2
Application numberUS-202017603177-A
CountryUS
Kind codeB2
Filing dateApr 3, 2020
Priority dateApr 15, 2019
Publication dateApr 16, 2024
Grant dateApr 16, 2024

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  1. Title

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  2. Abstract

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  3. Assignees and inventors

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  4. Key dates

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  5. First independent claim

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Abstract

Official abstract text for this publication.

The application relates to a process for the preparation of a compound of formula (II) by cyclisation of a polyene of formula (I), and to an intermediate of formula (III). The obtained compounds are useful intermediates in the preparation of specific isoprenoids, preferably in the production of vitamin A and derivatives of vitamin A.

First claim

Opening claim text (preview).

The invention claimed is: 1. Process for the production of a compound of formula (II) by cyclisation of a compound of formula (I) in the presence of at least one strong Brønsted acid. 2. Process according to claim 1 , wherein the acid is a solid acid. 3. Process according to claim 1 , wherein the acid is an ion-exchange resin, which has sulfonic acid groups. 4. Process according to claim 1 , wherein the acid is a liquid acid. 5. Process according to claim 1 , wherein the acid is a compound of the following formula (VI) R—SO 3 H  (VI), wherein R is C 1 -C 4 -alkyl, Cl, CH 3 or CF 3 . 6. Process according to claim 1 , wherein the acid is chosen from the group consisting of CH 3 SO 3 H, ClSO 3 H and CF 3 SO 3 H. 7. Process according to claim 1 , wherein the acid is used in an amount of 0.5 mol-equivalent (in view of the compound of formula (I)) up to 10 mol-equivalent (in view of the compound of formula (I)). 8. Process according to claim 1 , wherein the process is carried out in the presence of at least one inert solvent. 9. Process according to claim 1 , wherein the process is carried out in at least one polar aprotic solvent. 10. Process according to claim 1 , wherein the process is carried out at a temperature of from −50° C. to 50° C. 11. Process according to claim 1 , wherein the process is carried out at a residence time (□) of 5-30 minutes. 12. Process according to claim 1 , wherein the process is carried out batch-wise. 13. Process according to claim 1 , wherein the process is carried out continuously. 14. A compound of formula (III)

Assignees

Inventors

Classifications

  • C07C49/21Primary

    containing rings other than six-membered aromatic rings · CPC title

  • by isomerisation; by change of size of the carbon skeleton · CPC title

  • the ring being unsaturated · CPC title

  • C07C403/14Primary

    having side-chains substituted by doubly-bound oxygen atoms · CPC title

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What does patent US11958797B2 cover?
The application relates to a process for the preparation of a compound of formula (II) by cyclisation of a polyene of formula (I), and to an intermediate of formula (III). The obtained compounds are useful intermediates in the preparation of specific isoprenoids, preferably in the production of vitamin A and derivatives of vitamin A.
Who is the assignee on this patent?
Dsm Ip Assets Bv
What technology area does this patent fall under?
Primary CPC classification C07C49/21. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Apr 16 2024 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).