Electrochemical method for preparing an amine and/or a nitrile

Patent metadata

Field	Value
Publication number	US-11866835-B2
Application number	US-201917779945-A
Country	US
Kind code	B2
Filing date	Nov 25, 2019
Priority date	Nov 25, 2019
Publication date	Jan 9, 2024
Grant date	Jan 9, 2024

Abstract

The present invention relates to an electrochemical method for converting an amino acid and/or its salts to an amine and/or a nitrile. The total yield and selectivity of amine and nitrile obtained by the method according to the present invention is higher than prior art when the reaction medium has a high concentration of amino acid and/or its salts at the beginning of the reaction.

First claim

The invention claimed is:

1. A method for forming an amine and/or a nitrile comprising:
electrochemically converting an amino acid and/or its salts to an amine and/or a nitrile in a solvent, and
transferring an electron from a compound thereby generating a mediator in reduced form in the solvent,
wherein
the amino acid and/or its salts in the solvent are present in a concentration that is equal to or greater than 0.15 mol/L and the compound is an iron salt.

2. The method according to claim 1 , wherein the amino acid and/or its salts are present in a concentration ranging from 0.15 mol/L to 2 mol/L.

3. The method according to claim 2 , wherein the amino acid and/or its salts are present in a concentration ranging from 0.50 mol/L to 1.0 mol/L.

4. The method according to claim 1 , wherein the compound is present in a concentration ranging from 0.01 mol/L to 1 mol/L.

5. The method according to claim 4 , wherein the compound is present in a concentration ranging from 0.05 mol/L to 0.2 mol/L.

6. The method according to claim 1 , wherein the amino acid is selected from the group consisting of lysine, cysteine, leucine, serine, tyrosine, arginine, histidine and isoleucine.

7. The method according to claim 1 , wherein the salt of amino acid is selected from the group consisting of hydrochloride salt, hydrobromide salt and hydroiodide salt.

8. The method according to claim 1 , wherein the conversion is carried out in a reactor comprising both an anode and a cathode separated by a distance in the range of 1 mm to 10 cm.

9. The method according to claim 8 , wherein the distance separating the anode and the cathode is in the range of 3 mm to 1 cm.

10. The method according to claim 8 , wherein the reactor further comprises an anode catalyst and/or a cathode catalyst.

11. The method according to claim 10 , wherein the anode catalyst is Pt and the cathode catalyst is Ni or Cu.

12. The method according to claim 1 , wherein the iron salt is iron (II) sulphate.

Assignees

• Rhodia Operations

Inventors

• Schwiedernoch Renate
• Jiang Fan
• Streiff Stephane
• Metivier Pascal
• Horbez Dominique

Classifications

• C25B11/042

  Electrodes formed of a single material · CPC title

• C25B3/23

  Oxidation (halogenation C25B3/27) · CPC title

• C25B3/09 Primary

  Nitrogen containing compounds · CPC title

• C25B3/07

  Oxygen containing compounds · CPC title

• C25B3/20

  Processes · CPC title