Ethanol → HCID 13754329, compound

Participants

Reaction Steps

3-Chloro-4-phthalimido-4,5-dihydroisoxazole (2.0 g, 8 mmol) was dissolved in 50 ml of ethanol (3A grade) and cooled to 0°-5° C. on ice bath. A solution of thiocresol (1.0 g, 8 mmol) in 30 ml of triethylamine was added to the first solution. The reaction mixture was stirred at room temperature for 4 hours. The reaction product was purified by flash chromatography on silica gel (230-400 mesh), eluted with 2:1 petroleum ether/ethyl acetate and collected in 20 ml fractions. Unreacted thiocresol eluted in fractions 2-6, and the reaction product 3-(p-tolylthio)-4-phthalimido-4,5-dihydroisoxazole (1.65 g, 60.95%) was eluted in fractions 8-32.

Provenance & Evidence