4-Hydroxy-6-(4-trifluoromethylphenylthio)2-hexanone → 6-(4-Trifluoromethylphenylthio)-3-hexen-2-one

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Reaction Steps

3.00 Grams of 4-hydroxy-6-(4-trifluoromethylphenylthio)-2-hexanone were dissolved in 50 ml of toluene, and 0.15 g of polyphosphoric acid was added thereto. The resulting mixture was refluxed for 30 minutes with stirring. Removing the solvent from the mixture was washed with a saturated aqueous sodium hydrogencarbonate solution and then with a saturated aqueous sodium chloride solution. Then the mixture was dried over anhydrous magnesium sulfate. Removing the solvent from the mixture under reduced pressure gave 2.69 g of 6-(4-trifluoromethylphenylthio)-3-hexen-2-one (trans : cis=14.6 : 1) (purity: 76.5%). The yield was 73.3%.

Provenance & Evidence