In a regiospecific synthesis of 2-fluoro-oestrone (5), 2α-fluoro-10β-hydroxyoestr-4-ene-3,17-dione (4), obtained by cine-fluorination of 4β,5β-epoxy-10β-hydroxyoestr-4-ene-3,17-dione (3) was dehydrated with thionyl chloride in collidine. The product (5) was identical with material independently synthesized by the Schiemann-Balz reaction.
M. Neeman, T. Mukai, J. S. O'Grodnick and A. L. Rendall, J. Chem. Soc., Perkin Trans. 1, 1972, 2300 DOI: 10.1039/P19720002300
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