Dimethyl oxalate → HCID 58365459, compound

Participants

Reaction Steps

To a mixture of 1-(2,2,5-trimethyl-1,3-dioxane5-yl)ethanone (0.76 g, 4.4 mmol) and THF (7.6 mL) was added sodium hydride (0.16 g, 6.6 mmol) under nitrogen atmosphere, and the resulting mixture was stirred at room temperature for 0.5 hour. To the resulting reaction mixture was added dimethyl oxalate (0.78 g, 6.6 mmol) and the mixture was heated at reflux for 2 hours. After the reaction was completed, saturated ammonium chloride aqueous solution was added to mixture and the resulting mixture was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous sodium sulphate, and concentrated in vacuo. The resulting residue was purified on a silica gel column chromatography (ethyl acetate/n-hexane) to give methyl 2,4-dioxo-4-(2,2,5-trimethyl-1,3-dioxane5-yl)butanoate (1.0 g, yield: 88%) as colorless oil.

Provenance & Evidence