m-Chloroperbenzoic acid → HCID 54018462, compound

Participants

Reaction Conditions

Reaction Steps

7.9 g of 5-cyclohexyl-2-methylenevaleric acid ethyl ester and 12.2 g of m-chloroperbenzoic acid in 100 ml of methylene chloride are boiled under reflux for 21 hours. The mixture is cooled to 0° C., the precipitate is filtered off and washed with 50 ml of methylene chloride and the combined filtrates are concentrated. The turbid, oily residue is dissolved in 60 ml of acetone and dilute sodium carbonate solution is added, while cooling with ice, until a pH value of 9 is reached. 100 ml of water are also added and the mixture is extracted with 3 times 100 ml of diethyl ether. The combined organic phases are dried over sodium sulphate and concentrated and the oily residue is distilled. This gives 4.9 g of the title compound, bp 100°-108° C. at 0.02 mm Hg (2.7 Pa).

Provenance & Evidence