IP Library › Granted Patent US 12,024,496
Granted Patent B2
US 12,024,496 · App. 17/046,663 · Granted Jul 2, 2024

Conversion of 1,2,5,6-hexanetetrol (HTO) to tetrahydrofuran dicarboxylic acid (THFDCA)

Inventor: Chi-Cheng Ma (Champaign, IL)
Assignee: ARCHER-DANIELS-MIDLAND COMPANY
C07D307/18B01J21/18B01J23/6447C07D307/24
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Quick Facts
Patent No.
US 12,024,496
App. No.
17/046,663
Granted
Jul 2, 2024
Kind
B2
Abstract

Disclosed herein are methods for synthesizing useful intermediates and/or products from 1,2,5,6-hexanetetrol (HTO), which itself can be derived from a sugar. In an aspect, a process is provided for production of THFDCA from 1,2,5,6-hexanetetrol (HTO). The process comprises the steps of (a) ring closing to form a ring compound and (b) oxidizing using a catalyst comprising platinum and bismuth to form an acid mixture. Step (a) may be performed before or after step (b).

Claims (3)

1. A process comprising:

(a) oxidizing 1,2,5,6-hexanetetrol (HTO) while the HTO is in contact with a catalyst comprising Pt and Bi such that an acid mixture comprising 2,5-dihydroxyadipic acid and 2-hydroxyglutaric acid is formed, wherein more 2,5-dihydroxyadipic acid is formed than 2-hydroxyglutaric acid; and

(b) contacting 2,5-dihydroxyadipic acid formed in step (a) with an acid other than 2,5-dihydroxyadipic acid for a time sufficient to form the ring compound, wherein the formed ring compound is tetrahydrofuran dicarboxylic acid (THFDCA).

Continuity (2)
Provisional Application 62657277 · Apr 13, 2018
Related Publication 20210032215A1 · Feb 4, 2021