Reaktion #55254

ord-7d06e2d7475c46faa74bd4248d03cccb

Reaktionsgleichung

O=S(=O)(O)O.[Na+].[Na+].[O]=[Cr](=[O])([O-])[O][Cr](=[O])(=[O])[O-]
sodium dichromate sulfuric acid
[O]=[Cr](=[O])([O-])[Cl].c1cc[nH+]cc1
pyridinium chlorochromate
CC(C)=O.O=S(=O)(O)O.[O]=[Cr](=[O])=[O]
Jones Reagent
CC(=O)O.O.[Cr+6].[O-2].[O-2].[O-2]
chromium trioxide acetic acid water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The oxidation of the alcohol is carried out using a suitable oxidation agent such as "Jones Reagent", sodium dichromate-sulfuric acid mixture, pyridinium chlorochromate, or a chromium trioxide-acetic acid-water mixture to form the corresponding ketone. The oxidation reaction may be carried out at temperatures between -10° C. and +50° C. When using a Jones Reagent, it is preferred to use a temperature of about -5° C. It is noteworthy that oxidation systems such as dimethyl sulfoxide-acetic anhydride or copper chromite have not given successful oxidations. The resulting ketone may be hydrogenated using, for example, a palladium catalyst or a palladium-on-carbon catalyst, whereby a saturated ketone is formed for example, according to the reaction: ##STR131## or the ketone can be used "as is" for its organoleptic properties. The hydrogenation is preferably carried out at temperatures in the range of from about 20° C. up to 100° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04151309uspto-grants-1979_04