m-Chloroperbenzoic acid → HCID 24742642, compound

Participants

Reaction Conditions

Reaction Steps

To a 250 ml flask containing 6-propylnon-1-ene (4 g, 23.76 mmol, purified by distillation) and anhydrous dichloromethane (260 mL) under nitrogen atmosphere, was added at 0° C. meta-chloroperoxybenzoic acid (77%, 10.65 g, 47.53 mmol, 2 eq) and the reaction was stirred for 20 minutes at 0° C. before warming to room temperature. The disappearance of starting material is monitored by TLC. The reaction was evaporated almost to dryness and cyclohexane (260 ml) was added and the remaining solid in the flask was extracted several times with cyclohexane. The combined organic phases were then washed with saturated aqueous sodium bicarbonate (5×25 mL). After evaporation of the solvent, the crude was purified by column chromatography (eluent dichloromethane) to give the desired product (3.86 g, 88%) as a colourless oil.

Provenance & Evidence