Hydrochloric Acid → L-Ascorbic Acid

HRID 1368696Notes

Reaction equation

HRID 1368696 reaction equation
[CH2:1]([OH:13])[C@H:2]([OH:12])[C@@H:3](O)[C@H:4]([OH:10])[C:5]([C:7]([OH:9])=[O:8])=[O:6].Cl>>[O:8]=[C:7]1[O:9][C@H:3]([C@H:2]([CH2:1][OH:13])[OH:12])[C:4]([OH:10])=[C:5]1[OH:6]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 1024242-keto-L-Gulonic acid

Product 1

HCID 54670067L-Ascorbic AcidYield 87%

Procedure

The reaction of 2-keto-L-gulonic acid with 36% hydrochloric acid is described, for example, in DE 29 39 052. After reaction at 100° C. and after removal of the hydrochloric acid by distillation, a yield of 87% of theory of L-ascorbic acid is obtained. The disadvantage of the process, however, is the rapid decomposition of the ascorbic acid at 100° C., so that an increased formation of by-products and an intense black coloration of the solution occurs. On account of the large amount of by-products, isolation of the ascorbic acid is associated with further, not inconsiderable losses of material.

Workup

  1. customAfter reaction at 100° C.
  2. customafter removal of the hydrochloric acid
  3. distillationby distillation

Sources & evidence

ORD record
ord-f6f373d9065b455696fee8bcc0ce9cee
Source dataset
uspto-grants-2003_06
Patent number
US06573393B1

Reaction notes

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