The Baeyer-Villiger oxidation of ketones using HMS supported peroxycarboxylic acids

Synlett

Volumn , Issue 7, 2000, Pages 1052-1054

  Lambert, Arnold ^a   Elings, J A ^a   Macquarrie, Duncan J ^a   Carr, Graham ^b   Clark, James H ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

^b Solvay Interox Ltd   (United Kingdom)

Author keywords

Baeyer Villiger oxidation; Supported peroxycarboxylic acid

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; KETONE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; OXIDATION REDUCTION REACTION; TEMPERATURE;

EID: 0033932272     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (10)

1. Current address: Quest International, Ashford, Kent, UK.
2. C.H. Hassall, Org, React. 1957, 9, 73.
3. G.R. Krow, Org. React. 1993, 43, 251.
4. S.S.C. Koch, A.R. Chamberlin, Syn. Comm. 1989, 19, 829.
5. R. Huisgen, H. Ott, Angew. Chem. 1958, 70, 312.
6. J.A. Elings, R. Ait-Meddour, J. H. Clark, D. J. Macquarrie, Chem. Comm 1998, 2707.
7. J.A. Elings, TMR Marie Curie Research Training Grant, Final Report, Contract No. ERBFMBICT972018.
8. 2. After Filtration, the silica was dried in a dessicator over KOH under vacuum overnight. The loading of the material can then be determined by iodine titration.
9. 13C NMR (δ = 176 ppm, (C=O); δ = 69 ppm, (-O-CH2); δ = 34 ppm; δ = 29 ppm; δ = 28 ppm; δ = 23 ppm). When the reaction mixture was analysed by GC, the reaction was scaled down to 2 g of supported peroxyacid in 25 mL hexane (or dichloroethane) and 1,4-dichlorobenzene (0.1 g) was used as an internal standard.
10. Reagent Regeneration Procedure: After the reaction was completed, the reagent was filtered and washed in acetone for 30 minutes and dried at 110 °C for 24 hours. Regeneration of the peroxycarboxylic acid sites was then performed following the same procedure as for the first preparation of the reagent.