Dipyridine-chromium(VI) oxide oxidation of alcohols in dichloromethane
β Scribed by J.C. Collins; W.W. Hess; F.J. Frank
- Book ID
- 104222685
- Publisher
- Elsevier Science
- Year
- 1968
- Tongue
- French
- Weight
- 216 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
The extensive use of acid-labile protecting groups in organic syntheses prompted rapid adoption of dipyridine-chromium(VI) oxide 1 in pyridine as the reagent2 of choice for numerous conversions of secondary alcohols to ketones.
3 Yields of ketones are usually satisfactory but oxidations of primary alcohols to aldehydes are capricious 3 and isolation of products from the pyridine medium often presents technical difficulties.
π SIMILAR VOLUMES
It has been previously demonstrated' that only the intermediate oxidation states of chromium may cause oxidative cleavage of certain secondary alcohols. Chromium VI may reasonably be expected to accomplish a like cleavage if the substrate alcohol is sufficiently reactive. Recently, Rogek, and Radkow
A simple and selective method for the oxidation of alcohols to carbonyl compounds is described that occurs on wet alumina supported chromium(VI) oxide under solvent-free conditions and is expedited by microwave irradiation. Aliphatic primary alcohols provide the corresponding esters in moderate yiel