GB534746A - Improvements in or relating to the preparation of salts or esters of 2-keto aldonic acids - Google Patents

Improvements in or relating to the preparation of salts or esters of 2-keto aldonic acids

Info

Publication number
GB534746A
GB534746A GB28060/39A GB2806039A GB534746A GB 534746 A GB534746 A GB 534746A GB 28060/39 A GB28060/39 A GB 28060/39A GB 2806039 A GB2806039 A GB 2806039A GB 534746 A GB534746 A GB 534746A
Authority
GB
United Kingdom
Prior art keywords
acid
sodium
keto
treated
produce
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB28060/39A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pfizer Inc
Original Assignee
Charles Pfizer and Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Charles Pfizer and Co Inc filed Critical Charles Pfizer and Co Inc
Publication of GB534746A publication Critical patent/GB534746A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
    • C07H7/02—Acyclic radicals
    • C07H7/027—Keto-aldonic acids

Abstract

534,746. 2-keto-aldonic acids. PFIZER & CO., C. Oct. 17, 1939, Nos. 28060, 28061 and 28062. Convention dates, Dec. 24, 1938, Aug. 5, 1939 and Aug. 5, 1939. [Class 2 (iii] Salts and esters of 2-keto-aldonic acids are made by the oxidation of aldonic acids or their lactones, esters, or salts by soluble chlorates in the presence of vanadium catalysts in a mildly acid medium. In examples (1) sodium-d-gluconate and sodium chlorate' are dissolved in water and acetic acid and vanadium oxide are added, the mixture being allowed to stand for 40 hours ; vanadium oxide is filtered off and the remainder of the vanadium is removed as ferrocyanide ; methyl alcohol and hydrogen chloride are added to produce methyl-2-keto-gluconate ; (2) sodium 2-ketol-lidonate which is identical with sodium-2-ketol-gulonate is made similarly from sodium l-idonate, using phosphoric acid instead of acetic ; this salt may be converted into ascorbic acid by adding sulphuric acid, evaporating to dryness, adding methyl alcohol, filtering, and refluxing with hydrogen chloride to form the methyl ester which is suspended in methyl alcohol, heated with sodium methylate and finally treated with sulphuric acid ; (3) sodiuml-gulonate is treated to produce sodium-2-ketogulonate, sodium acetate being used with the acetic acid ; (4) sodium-d-galactonate is treated to produce sodium 2-keto-d-galactonate, using phosphoric acid and sodium di-hydrogen phosphate the product is converted to the brucine salt; (6) the 8-lactone of gluconic acid is treated to produce the methyl ester of 2-keto-gluconic acid, using phosphoric acid ; (8) l-galactonic acid is treated to produce the methyl ester of 2-keto-galactonic acid, using phosphoric acid ; (10) the r-lactone of dmannonic acid is dissolved in methyl alcohol containing sodium chlorate and phosphoric acid, heated under reflux and shaken with vanadium pentoxide for four days, yielding the methyl ester of 2-keto-gluconic acid.
GB28060/39A 1938-12-24 1939-10-17 Improvements in or relating to the preparation of salts or esters of 2-keto aldonic acids Expired GB534746A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US534746XA 1938-12-24 1938-12-24

Publications (1)

Publication Number Publication Date
GB534746A true GB534746A (en) 1941-03-17

Family

ID=21984506

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28060/39A Expired GB534746A (en) 1938-12-24 1939-10-17 Improvements in or relating to the preparation of salts or esters of 2-keto aldonic acids

Country Status (1)

Country Link
GB (1) GB534746A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992007108A1 (en) * 1990-10-11 1992-04-30 Pfizer Inc. Oxygen removal with keto-gluconates

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992007108A1 (en) * 1990-10-11 1992-04-30 Pfizer Inc. Oxygen removal with keto-gluconates

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