m-Chloroperbenzoic acid → 5-(4-Hydroxybutyl)oxepan-2-one

Participants

Reaction Steps

To a solution of 4.47 g of 4-(4-hydroxybutyl)-cyclohexanone in 80 ml methylene chloride is added 6.81 g of 80-85% m-chloroperbenzoic acid and the mixture is stirred at room temperature for 3 h. The reaction is quenched by addition of saturated aqueous sodium sulfite solution. The mixture is then poured onto a 10% aqueous solution of sodium bicarbonate and the layers are separated. The organic phase is dried, filtered and evaporated to dryness to yield 4-(4-hydroxybutyl)-epsilon-caprolactone as a clear oil.

Provenance & Evidence