m-Chloroperbenzoic acid → Ethyl 7-acetoxy-2,3-dihydro-1,4-benzodioxin-2-carboxylate

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Reaction Steps

4 g (16 mmol) of the ester obtained in Step C are dissolved in 60 ml of anhydrous dichloromethane; 6.1 g (35.4 mmol) of meta-chloroperbenzoic acid are then added to the medium. After 18 hours of reflux under an inert atmosphere, the mixture is cooled and then hydrolysed with ice-cold water. The aqueous phase is extracted with dichloromethane; the organic phase is then washed several times with a saturated solution of sodium hydrogen carbonate. After drying over magnesium sulphate and evaporation of the solvent in vacuo, the residue obtained is purified on a silica column (eluant:AcOEt/PE:30/70) to yield the title ester in the form of a syrup.

Provenance & Evidence