Allyl glycidyl ether → Diglycidyl ether

Participants

Reaction Steps

28.54 g of allyl glycidyl ether (0.15 mole) (Aldrich) is dissolved in 1000 ml of methylene chloride and cooled to 0° in an ice bath. In one single addition 51.75 g of m-chloroperoxybenzoic acid (1.05 equiv. @ 85% tech) (Aldrich) is added and the reaction stirred rapidly at 0° for 4 hours. The reaction is allowed to slowly warm to room temperature and stirred overnight. The precipitated m-chlorobenzoic acid is removed via filtration and washed with 50 ml of cold CH2Cl2. The CH2Cl2 solution is then washed with 2×200 ml of saturated potassium carbonate solution and dried over Na2SO4. The CH2Cl2 is removed in vacuo yielding 30.6 g (94%) of 2,2'-(oxybismethylene)bisoxirane as a colorless liquid.

Provenance & Evidence