Androsta-2,4-diene-6,17-dione.
@article{Hanson1970Androsta24diene617dione, title={Androsta-2,4-diene-6,17-dione.}, author={J. Hanson and T. Organ}, journal={Journal of the Chemical Society. Perkin transactions 1}, year={1970}, volume={18}, pages={ 2473-5 } }
Treatment of 5α,6α-epoxy-3β-methylsulphonyloxyandrostan-17-one with lithium bromide and lithium carbonate in dimethylformamide afforded androst-4-ene-6,17-dione. Dehydrogenation of this with dichlorodicyanobenzo-quinone gave androsta-2,4-diene-6,17-dione. This was also prepared by oxidation of the epoxide to the 5α-hydroxy-6-ketone followed by elimination of the methanesulphonate group with lithium carbonate and dehydration of the 5α-alcohol with thionyl chloride.
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