Trichloroacetic Acid → 6-(4-Trifluoromethylphenylthio)-3-hexen-2-one

Participants

Reaction Steps

5.00 Grams of 4-hydroxy-6-(4-trifluoromethylphenylthio)-2-hexanone were dissolved in 50 ml of toluene, and 1.00 g of trichloroacetic acid was added thereto. The resulting mixture was refluxed for 2 hours with stirring. After having been cooled, 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 layer under reduced pressure gave 6-(4-trifluoromethylphenylthio)-3-hexen-2-one (trans : cis =8.1 : 1) having a purity of 72.4%. Percent recovery of the starting material was 4.3%.

Provenance & Evidence