Carbonate-promoted carboxylation reactions for the synthesis of valuable organic compounds

Patent metadata

Field	Value
Publication number	US-10160740-B2
Application number	US-201615558528-A
Country	US
Kind code	B2
Filing date	Mar 17, 2016
Priority date	Mar 20, 2015
Publication date	Dec 25, 2018
Grant date	Dec 25, 2018

Abstract

A method for synthesizing furan-2,5-dicarboxylate (FDCA 2− ) is provided. Furan-2-carboxylic acid is provided. A CO 3 2− salt is provided to form a mixture, which converts the furan-2-carboxylic acid to furan-2-carboxylate. CO 2 gas is provided to a mixture of the furan-2-caboxylic acid and CO 3 2− salt. The mixture is heated to a temperature to at least partially melt the furan-2-caboxylate.

First claim

What is claimed is:

1. A method for synthesizing furan-2, 5-dicarboxylate (FDCA 2− ), comprising:
providing furan-2-carboxylic acid;
providing a CO 3 2− salt to form a mixture, which converts the furan-2-carboxylic acid to furan-2-carboxylate;
providing a CO 2 gas to the mixture;
heating the mixture to a temperature to at least partially melt the furan-2-caboxylate.

2. The method as recited in claim 1 , where the furan-2-carboxylic acid and more than one-half equivalent of CO 3 2− salt are combined to form the mixture of furan-2-carboxylate salt and CO 3 2− salt prior to heating under CO 2 .

3. The method as recited in claim 1 , wherein the mixture has Cs + cations.

4. The method as recited in claim 1 , wherein the mixture has K + and Cs + cations.

5. The method as recited in claim 1 , wherein the mixture only has K + cations and further comprising providing an additional carboxylate salt with K + cations, to aid melting at a lower temperature.

6. The method as recited in claim 1 , where the temperature is between 100° C. and 450° C.

Assignees

• Univ Leland Stanford Junior

Inventors

• Kanan Matthew W
• Banerjee Aanindeeta

Classifications

• C07D307/68 Primary

  Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen · CPC title

• C07C51/02

  from salts of carboxylic acids · CPC title

• C07C51/15

  by reaction of organic compounds with carbon dioxide, e.g. Kolbe-Schmitt synthesis · CPC title