US 12,281,067 B2
Dehydration and cracking of alpha-, beta-dihydroxy carbonyl compounds to lactic acid and other products
James Brazdil, Glen Ellyn, IL (US); and Donald Rogness, Del Mar, CA (US)
Assigned to ARCHER-DANIELS-MIDLAND COMPANY, Decatur, IL (US)
Appl. No. 17/046,738
Filed by Archer Daniels Midland Company, Decatur, IL (US)
PCT Filed Apr. 3, 2019, PCT No. PCT/US2019/025565
§ 371(c)(1), (2) Date Oct. 9, 2020,
PCT Pub. No. WO2019/199540, PCT Pub. Date Oct. 17, 2019.
Claims priority of provisional application 62/657,409, filed on Apr. 13, 2018.
Prior Publication US 2021/0163394 A1, Jun. 3, 2021
Int. Cl. C07C 51/377 (2006.01); C07C 29/60 (2006.01); C07C 31/20 (2006.01); C07C 31/22 (2006.01); C07C 45/29 (2006.01); C07C 59/08 (2006.01); C07C 59/19 (2006.01)
CPC C07C 51/377 (2013.01) [C07C 29/60 (2013.01); C07C 45/29 (2013.01); C07C 31/202 (2013.01); C07C 31/225 (2013.01); C07C 59/08 (2013.01); C07C 59/19 (2013.01)] 6 Claims
 
1. A method comprising:
(a) dehydrating a starting compound in the form of glucaric acid or a salt thereof or a stereoisomer of glucaric acid or a salt thereof, to form a dicarbonyl intermediate of 2-keto-3-deoxyglucaric acid or a salt thereof or a stereoisomer of 2-keto-3-deoxyglucaric acid or a salt thereof by transformation of the alpha hydroxy group to a second carbonyl group and removal of the beta hydroxy group; and
(b) cracking the dicarbonyl intermediate in the presence of a cracking catalyst comprising an active metal or a salt thereof to produce pyruvic acid or a salt thereof.