The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Dec. 31, 2019

Filed:

Mar. 19, 2018
Applicant:

Qatar Foundation for Education, Science and Community Development, Doha, QA;

Inventors:

Sarim Dastgir, Doha, QA;

Muhammed Sharif, Rostock, DE;

Ralf Jackstell, Rostock, DE;

Matthias Beller, Rostock, DE;

Francesco Ferretti, Rostock, DE;

Attorneys:
Primary Examiner:
Int. Cl.
CPC ...
C07C 67/36 (2006.01); B01J 31/24 (2006.01); C07C 29/149 (2006.01); C07C 67/303 (2006.01); C07C 69/602 (2006.01); C07C 55/00 (2006.01);
U.S. Cl.
CPC ...
C07C 67/36 (2013.01); B01J 31/24 (2013.01); B01J 31/2404 (2013.01); B01J 31/2409 (2013.01); B01J 31/2414 (2013.01); B01J 31/2438 (2013.01); B01J 31/2452 (2013.01); B01J 31/2457 (2013.01); C07C 29/149 (2013.01); C07C 67/303 (2013.01); C07C 69/602 (2013.01); B01J 2231/321 (2013.01); B01J 2531/824 (2013.01); B01J 2540/225 (2013.01); C07C 55/00 (2013.01);
Abstract

The metal-catalyzed alkoxycarbonylation of a lactone is a method of alkoxycarbonylating a δ-lactone, specifically 3-ethylidene-6-vinyltetrahydro-2H-pyran-2-one. The method includes combining the δ-lactone with an alcohol in an organic solvent in the presence of a catalyst system that includes palladium or a salt thereof to form a reaction mixture, which is heated to 110-130° C. at a pressure of 20-50 bar for between 3-5 hours under flow of carbon monoxide gas. The product of the reaction is a substituted 2-octendioate diester. The alcohol may be methyl alcohol, n-butyl alcohol, 2-ethylhexanol, isobutyl alcohol, isopropyl alcohol, benzyl alcohol, or phenol. The solvent may be toluene, acetonitrile, or tetrahydrofuran. The method may include adding an acid to the reaction mixture, which may be dilute (about 5 mol %) sulfuric or p-toluenesulfonic acid. The catalyst system may also include a phosphine ligand.


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