Sodium Carbonate → 2-keto-D-Gluconic acid

Participants

Reaction Steps

A 10% aqueous solution of sodium 2,5-diketogluconate was adjusted to a pH of 6.1 by addition of sodium carbonate, methanol was added to give 50% by volume and the solution was cooled to between -15° C. and -25° C. One equivalent of sodium borohydride was added to the cooled solution which was stirred for six hours at -15° C. to -25° C. and at room temperature overnight. A mixture of sodium 2-ketogulonate and 2-ketogluconate was isolated by precipitation with methanol and filtration. Analysis of the methyl esters by liquid chromotography showed a 78:22 ratio of 2-ketogulonic acid to 2-ketogluconic acid in the product mixture.

Provenance & Evidence