Water → HCID 19689334, compound

Participants

Reaction Steps

43.15 g (0.157 mol) of 2-(2,2,2-trifluoroethoxy)-5-(2,2,2-trifluoro-1-hydroxyethyl)pyridine and 2.66 g (0.0078 mol) of tetrabutylammonium hydrogen sulfate are dissolved in 400 ml of ethyl acetate at room temperature. 240 ml (0.235 mol) of an approximately 6% strength sodium hypochlorite solution are metered in within 1 hour with vigorous stirring and the mixture is stirred for a further 2 hours during which the reaction temperature rises to 40° C. The reaction mixture is added to 500 ml of water, the phases are separated, the aqueous phase is extracted several times with ethyl acetate and the combined organic phases are washed with saturated aqueous sodium chloride solution. After drying the organic phase with sodium sulfate, the volatiles are distilled off. Following distillation of the crude product (27 torr, 100°-102° C.), 24.47 g (57% of theory) of 2-(2,2,2-trifluoroethoxy)-5-trifluoroacetylpyridine are obtained, which, according to GC, is 97% pure.

Provenance & Evidence