Sodium Bicarbonate → 2,3,5,6-Tetrafluorobenzenedimethanol

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Reaction Steps

Into a 200 ml-volume flask equipped with a thermometer, a stirring unit, a nitrogen inlet and a reflux condenser, 10.4 g (50.0 mmol) of 2,3,5,6-tetrafluoroxylylenediamine synthesized in Example 1, 50 g of water and 10.35 g (150.0 mmol) of sodium nitrite were charged, and the mixture was stirred at room temperature for 30 minutes. Subsequently, under cooling of the reactor in a water bath, 7.51 g (125.0 mmol) of acetic acid was added dropwise over 60 minutes while keeping the inside of the reaction system at 40° C. or less. After the completion of dropwise addition of acetic acid, 0.8 g of sodium hydrogencarbonate was charged, and the mixture solution was further stirred at 40° C. for 60 minutes. The reaction solution obtained was extracted with 10.0 g of methyl ethyl ketone, the organic phase was washed with 5.0 g of an aqueous 5 mass % sulfuric acid solution, and then the methyl ethyl ketone was removed by distillation, as a result, 9.1 g of 2,3,5,6-tetrafluorobenzenedimethanol was obtained as white crystals. The purity determined from the GC area in percentage was 98.9% and the yield was 85.7%.

Provenance & Evidence