1,4-Dioxane-2,6-dione → Diglycolic Acid

Participants

Reaction Steps

Referring to scheme 2, a mixture of 1 (1.11 g, 2.0 mmol), 1,4-dioxane-2,6-dione (0.70 g, 6.0 mmol), Py (5 mL), and dioxane (5 mL) was kept overnight at room temperature. The solvent was evaporated and the residue was dissolved in ethyl acetate (50 mL). The solution was washed with 2 M aqueous triethylammonium acetate (5×10 mL) and water (5×10 mL), dried over Na2SO4. The extract was evaporated to give crude monoester of 2 with diglycolic acid (1.54 g; triethylammonium salt) as a solid foam in a quantitative yield.

Provenance & Evidence