Method for producing glyceric acid carbonate

Patent metadata

Field	Value
Publication number	US-9969708-B2
Application number	US-201515520129-A
Country	US
Kind code	B2
Filing date	Aug 10, 2015
Priority date	Oct 23, 2014
Publication date	May 15, 2018
Grant date	May 15, 2018

Abstract

The present invention relates to a method for preparing a compound of the formula (I) with a specific definition of the substituent R 3

a mixture and also a corresponding application/use.

First claim

The invention claimed is:

1. A method for preparing a compound of the formula (I)

where R 3 is selected from H and straight-chain, branched or cyclic C 1-12 -alkyl groups, the method comprising:
providing or preparing a compound of the formula (II)

where R 3 has the definition selected for formula (I), and
carrying out platinum-catalysed oxidation of the compound of the formula (II) with gaseous oxygen to give the compound of the formula (I).

2. The method according to claim 1 , wherein a catalyst is used for the platinum-catalysed oxidation comprising platinum as a solid, optionally comprising platinum as a solid on a support material, further optionally comprising platinum as a solid on carbon.

3. The method according to claim 1 , where R 3 is hydrogen.

4. The method according to claim 1 , wherein the platinum-catalysed oxidation is carried out in an aqueous medium.

5. The method according to claim 4 , wherein at the start of the platinum-catalysed oxidation in the aqueous medium the pH is 7 or <7.

6. The method according to claim 4 , wherein the platinum-catalysed oxidation is carried out such that, on formation of the compound of the formula (I), the pH in the aqueous medium decreases, optionally by at least 2 pH units.

7. The method according to claim 4 , wherein the platinum-catalysed oxidation is carried out without addition of base or buffer.

8. The method according to claim 4 , wherein the platinum-catalysed oxidation is carried out at least until the pH falls below 2, wherein at the start of the platinum-catalyzed oxidation in the aqueous medium the pH is 7 or less than 7.

9. The method according to claim 1 , wherein at the start of the platinum-catalysed oxidation the molar ratio of the platinum used to the compound of the formula (II) is greater than 2:100.

10. The method according to claim 1 , wherein the platinum-catalysed oxidation is carried out at least intermittently, optionally for most of the time, at a temperature in the range of 50 to 90° C.

11. The method according to claim 4 , wherein the platinum-catalysed oxidation is carried out in such a way that the gaseous oxygen is introduced into the aqueous medium.

12. A process comprising carrying out Heyns oxidation
(a) for oxidizing a compound of the formula (II)

where R 3 is selected from H and straight-chain, branched or cyclic C 1-12 -alkyl groups,
wherein the Heyns oxidation is carried out without addition of base or buffer.

13. A mixture comprising
a catalyst comprising platinum as a solid, optionally comprising platinum as a solid on a support material, further optionally comprising platinum as a solid on carbon,

and also
one or more compounds selected from the group consisting of
(a) compounds of the formula (II)

where R 3 is selected from H and straight-chain, branched or cyclic C 1-12 -alkyl groups,
and optionally one or more compounds selected from the group consisting of
(b) compounds of the formula (III)

where R 3 is selected from H and straight-chain, branched or cyclic C 1 - 12 -alkyl groups.

Assignees

• Construction Research & Technology Gmbh

Inventors

• Vautravers Nicolas
• Teles Joaquim Henrique
• Woelfle Heimo
• Dierker Markus
• Ohlmann Dominik

Classifications

• C07D317/36 Primary

  Alkylene carbonates; Substituted alkylene carbonates · CPC title

• C07B41/06

  of carbonyl groups · CPC title