Ethyl Acetate → HCID 19900671, compound

Participants

Reaction Conditions

Reaction Steps

m-Chloroperbenzoic acid (1.30 g, 6.0 mmol) is added in eight portions at 5-minute intervals to a 0° C. solution of 3-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]propanoic acid hydrazide (2.25 g, 6.4 mmol) in dichloromethane (64 mL). The reaction mixture is stirred at 0° C. for 2.25 hours, then diluted with ethyl acetate and washed three times with a saturated solution of sodium bicarbonate, then with water and brine. Drying the organic phase over magnesium sulfate and evaporation gives a crude product which is chromatographed on a column of silica with ethyl acetate/hexane (3/1) to afford 1.92 g of a glassy solid.

Provenance & Evidence