Oxygen → Gluconic Acid

HRID 2420046Notes

Reaction equation

HRID 2420046 reaction equation
[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[O:13]=O>[Pd]>[O:1]=[C:2]([OH:13])[C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4]

Participants

4

Reactant 2

HCID 977OxygenHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 10690Gluconic Acid

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

By using 27.0 g of the thus prepared catalyst (0.1% by weight based on glucose, calculated as palladium metal), an aqueous solution of glucose was oxidized at a temperature of 30° ± 3° C and a pH of 10.0 in the same manner as described in Example 1 except that air was used instead of the oxygen gas used in Example 1. The reaction was completed in 2.5 hours and a colorless transparent liquid was obtained. The content of gluconic acid in the solid obtained by concentration of the liquid was 98.0 wt.% and the saccharide residual ratio was 1.2 wt.%.

Workup

  1. customwas oxidized at a temperature of 30° ± 3° C
  2. customa colorless transparent liquid was obtained

Sources & evidence

ORD record
ord-aa50283581c04062be818af02a6f6157
Source dataset
uspto-grants-1978_08
Patent number
US04108891

Reaction notes

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