m-Chloroperbenzoic acid → HCID 11763452, compound

Participants

Reaction Steps

2.6 g m-chloroperbenzoic acid (MCPBA, purchased from Aldrich, 57–86%) were dissolved in 20 ml dichloromethane and dried by filtration over sodium sulfate. 2 ml of this solution were added at 0–5° C. to a solution of 480 mg (0,97 mmol) of the product from example g in 3 ml dichloromethane. The mixture was allowed to reach RT and monitored by TLC. After 20 min another 0.1 ml of the above MCPBA solution were added at RT and stirring was continued for 10 min. Excess peracid was quenched by addition of 30 μl dimethylsulfide and stirring for another 20 min. The resulting mixture was used immediately without further purification for the next step: 0.625 ml of the above solution (containing 0.12 mmol) were added at RT to a solution of 22 mg meta-(2-hydroxyethylthio)aniline (0.13 mmol) in 0.5 ml dichloromethane. After 15 hrs the mixture was diluted with 10 ml dichloromethane and washed with aqueous acetic acid and with saturated potassium bicarbonate solution. Purification by chromatography on silica yielded 52 mg of the title product.

Provenance & Evidence