Potassium Hydroxide → Dipotassium D-glucarate

HRID 1751911Notes

Reaction equation

HRID 1751911 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].[OH-:13].[K+:14].[OH-:15].[Na+]>>[O:1]=[C:2]([O-:15])[C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([C:11]([O-:13])=[O:12])[OH:10])[OH:8])[OH:6])[OH:4].[K+:14].[K+:14]

Participants

4

Reactant 3

HCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 23624071Dipotassium D-glucarate

Procedure

The oxidation of D-glucose was carried out as in Examples 1 and 2. However, potassium hydroxide was substituted for sodium hydroxide in the neutralization process to give crude D-glucaric acid dipotassium salt (151.25 g, 70.4% based on pure dipotassium D-glucarate). The salt was precipitated from methanol as described to give an off white solid (145.75 g, 67.9% based on pure dipotassium D-glucarate).

Workup

  1. customto give crude D-glucaric acid dipotassium salt (151.25 g, 70.4% based on pure dipotassium D-glucarate)
  2. customThe salt was precipitated from methanol

Sources & evidence

ORD record
ord-b826ddba726b4ebdb4b8ef1a35ac3762
Source dataset
uspto-grants-2015_10
Patent number
US09162959B2

Reaction notes

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