Reaction #55254

ord-7d06e2d7475c46faa74bd4248d03cccb

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

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.

Source

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