1,2-Dibromoethane → 6-(2-Bromoethoxy)-2,2-dimethyl-2,3-dihydro-4H-1,3-benzoxazin-4-one

Participants

Reaction Steps

A mixture of 48.2 g of 2,3-dihydro-2,2-dimethyl-6-hydroxy-4H-1,3-benzoxazin-4-one, 70 g of potassium carbonate and 250 ml of 1,2-dibromoethane is refluxed for 4 hours with stirring. The slurry-like reaction mixture is extracted hot with 3-4 times 1 liter of methanol, the combined methanol extracts are evaporated and the residue is recrystallised from methanol. 55 g of 2,3-dihydro-2,2-dimethyl-6-(2-bromoethoxy)-4H-1,3-benzoxazin-4-one with a melting point of 190°-195° are obtained.

Provenance & Evidence