m-Chloroperbenzoic acid → HCID 19885320, compound

Participants

Reaction Steps

A 1000-ml round bottom flask equipped with a magnetic stirrer and a dropping funnel was charged with 130 g (0.38 mol) of 50-% m-chloroperbenzoic acid and 450 ml of chloroform. The dropping funnel was charged with 36.10 g (0.18 mol) of allyl 4,7-dioxooctyl ether. The contents of the dropping funnel were added drop-wise to the flask within 1 hour. During the addition the contents of the flask were stirred and kept at about 0° C. by cooling with an external cooling bath. After additional stirring overnight, during which the mixture was allowed to adopt room temperature, the mixture was filtered. The filtrate was extracted with an equal volume of 10-% aqueous sodium hydroxide and with an equal volume of water, dried over magnesium sulphate and evaporated to dryness, leaving 30.4 g of 4,7-dioxooctyl glycidyl ether as a colourless oil. The structure was confirmed by 1H-NMR spectroscopy. The signals were assigned to the underlined hydrogen atoms (shifts relative to TMS, chloroform-d1 solvent): ##STR9##

Provenance & Evidence