Abstract
Transformation of tetrabutylphosphonium bromide, whic h worked as a phase transfer catalyst in chloride-fluoride exchange reaction of 1, 2-dichloro-4-trifluoromethylbenzene using potassium fluoride, was investigated by 13C- and 31P-NMR. The phosphonium salt exclusively changed into tributylphosphine oxide in the halide exchange reaction. About 10% of the catalyst turned into the phosphine oxide through dehydration at 150°C for 3 h and halide exchange reaction at 185 °C for 16 h. After the reaction was repeated five times, approximately 50% of the phosphonium salt remained. The residual amount of the phosphonium salt had good correlation with repeated number of the reaction.
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