Hydrochloric Acid → HCID 69640946, compound

Participants

Reaction Steps

8 g of sodium hydride (ca. 60% in oil) was suspended in 200 ml of tetrahydrofuran, and 32 g of diethyl malonate was added dropwise with cooling on ice, and then stirred for 1 hour at room temperature. A solution of 14 g of a diketene in 30 ml of tetrahydrofuran was added dropwise to the reaction mixture with cooling on ice, and then the reaction mixture was stirred for 16 hours at room temperature. Subsequently, 1% hydrochloric acid was poured into the reaction mixture and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chrolide, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to a silica gel column chromatography to obtain 9.5 g of ethyl 4-hydroxy-6-methyl-2-oxo-2H-pyrane-3-carboxylate (Compound No. 1).

Provenance & Evidence