Preparation of steroid haloformate esters.

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Steroid alcohols are converted to their chloroformate esters by reaction with phosgene in the presence of a base. Replacement of chlorine by fluorine takes place smoothly by treatment with anhydrous thallous fluoride in ethylene glycol dimethyl ether. Significant shifts in the positions of both infrared spectra-carbonyl and carbon-oxygen single bond absorption frequency due to the fluorine are discussed.

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