Methanol → HCID 15062404, compound

Participants

Reaction Steps

A mixture of 470 mg (2.13 mmol) of (+)-2,2-dimethyl-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-one (99% ee), 441 mg (3.20 mmol) of potassium carbonate and 5 ml of methanol was stirred at room temperature for 9 hours. After completion of the reaction, methanol was distilled off, and the resultant residue was neutralized with 10% HCl, extracted with ethyl acetate, and then dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was subjected to column chromatography (an eluent of hexane:ethyl acetate=3:1), thereby obtaining 270 mg (yield 79%) of (+)-6-chloromethyltetrahydropyran-2,4-dione.

Provenance & Evidence