Peracetic Acid → HCID 20276861, compound

Participants

Reaction Steps

To a mixture comprising 20.8 g of 2,2'-methylenebiscyclohexanone and 50 g of powdered anhydrous sodium carbonate, 100 ml of ethylene dichloride was added with stirring. To the resulting solution, a mixture comprising 47.5 g of 40% peracetic acid and 50 ml of ethylene dichloride was added dropwise at 20°-25° C. over a period of about 2 hours. Following stirring for another 3 hours, the reaction mixture was washed first with water, then with a saturated Mohr's salt solution to decompose unreacted peracetic acid, and extracted with ether. The extract was washed with 2% aqueous sodium carbonate once, then washed with saturated aqueous sodium chloride, and the organic phase was dried over anhydrous magnesium sulfate. Concentration of the dried product gave 20.5 g of crude 6,6'-methylenebis-(6-hexanolide). Recrystallizing the crude product from isopropyl ether gave 19.0 g (yield: 79%) of a white crystal of 6,6'-methylenebis-(6-hexanolide) melting at 108°-109° C.

Provenance & Evidence