Ethanol → HCID 14157591, compound

Participants

Reaction Steps

(4RS,5SR)-4,5-bis(hydroxymethyl)-1,3-dioxolane obtained in Example 19 was dissolved in 100 ml of pyridine. An excessive amount of acetic anhydride (30.6 g) was added under cooling with ice. After reacting for about four hours at room temperature, 10 ml of ethyl alcohol was added dropwise under cooling with ice to decompose the excessive acetic anhydride. The reaction mixture was concentrated by evaporator. The concentrate was extracted with the addition of 300 ml of ethyl acetate, the extract was washed with water, and the solvent was removed by evaporator. Although it was possible to use this product in the next step as it was, the residue was purified by silica gel column chromatography (eluent, benzene:ethylacetate=95:5) to obtain 18.5 g (yield: 85.0%) of the title compound as a light yellow oil.

Provenance & Evidence