Hydrochloric Acid → HCID 14678243, compound

Participants

Reaction Steps

15.1 Grams of methyl acetoacetate were dissolved in 20 ml of water, and 19.4 g of a 28% aqueous sodium hydroxide solution were added thereto by drops while cooling the mixture to 35° C. or less. After having been stirred at 30°-35° C. for 3 hours, the mixture was adjusted to pH 7.5 with a concentrated aqueous hydrochloric acid solution. Thereafter, 1.64 g of sodium acetate and 6.44 g of tetrabutylammonium bromide were added thereto and then 60.3 g of a toluene solution containing 38.8% of 3-(4-trifluoromethylphenylthio)butanal were added thereto. The mixture was stirred at 45°-50° C. for 10 hours and then at room temperature for 12 hours. After the mixture had been neutralized with a concentrated aqueous hydrochloric acid solution, the organic layer was separated, washed with a saturated aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. Removing the solvent from the layer under reduced pressure gave 34.24 g of crude 4-hydroxy-6-(4-trifluoromethylphenylthio)-2-heptanone (purity: 82.7%, yield: 99.0%).

Provenance & Evidence