Ethanol → HCID 14157594, compound

Participants

Reaction Steps

200 ml of pyridine was added to crude (4S,5S)-4,5-bis(hydroxymethyl)-1,3-dioxolane obtained in Example 14 to dissolve the latter. An excessive amount of acetic anhydride (200 g) was added dropwise under cooling with ice. After several hours of reaction, ethyl alcohol was added dropwise to decompose the excessive acetic anhydride. The reaction mixture was concentrated by evaporator to remove almost all pyridine. The concentrate was extracted with the addition of 500 ml of ethyl acetate. The extract was washed with saturated aqueous solution of sodium hydrogen carbonate, then with water, dried, and concentrated by evaporator. The residue was purified by silica gel column chromatography (eluent, benzene:ethylacetate=9:1) to obtain 90.0 g of the title compound as a colorless liquid.

Provenance & Evidence