Document Detail

Preparation of dehydro-L-ascorbic acid dimer by air oxidation of L-ascorbic acid in the presence of catalytic amounts of copper(II) acetate and pyridine.
MedLine Citation:
PMID:  15639252     Owner:  NLM     Status:  MEDLINE    
The catalytic system Cu(AcO)2-pyridine 1:4 mol% in methanol, slowly catalyses the air oxidation of ascorbic acid to the 2-methyl hemi-ketal of dehydroascorbic acid 5, and hydrogen peroxide. However, with Cu(AcO)2-pyridine 3:4 mol% the air oxidation is quite fast and no hydrogen peroxide is present at the end of the reaction. Removal of the catalyst and refluxing the foamy 5 in MeCN gives the oxidized, dimeric, dehydroascorbic acid in very good yields (approximately 70%) contaminated by approximately 1-2% MeCN.
Eleftheria K Koliou; Panayiotis V Ioannou
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Carbohydrate research     Volume:  340     ISSN:  0008-6215     ISO Abbreviation:  Carbohydr. Res.     Publication Date:  2005 Feb 
Date Detail:
Created Date:  2005-01-10     Completed Date:  2005-07-26     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0043535     Medline TA:  Carbohydr Res     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  315-8     Citation Subset:  IM    
Department of Chemistry, University of Patras, GRC-26500 Patras, Greece.
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MeSH Terms
Ascorbic Acid / analogs & derivatives,  chemistry*
Dehydroascorbic Acid / chemical synthesis*,  chemistry*
Molecular Structure
Organometallic Compounds / chemistry*
Pyridines / chemistry*
Reg. No./Substance:
0/Organometallic Compounds; 0/Pyridines; 110-86-1/pyridine; 142-71-2/cupric acetate; 490-83-5/Dehydroascorbic Acid; 50-81-7/Ascorbic Acid

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