Sodium Acetate → 3-Acetyl-2,3-dihydro-4H-1-benzopyran-4-one

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Reaction Steps

A solution of 3-acetyl-4-chromanone boron difluoride complex (13 g, 54.5 mmoles, described in Example 4) and anhydrous sodium acetate (52 g) in glacial acetic acid (235 ml) is heated on a steam bath for one hr. The solution is poured on ice and the resulting mixture is extracted with ether. The organic extract is washed with aqueous sodium bicarbonate solution and saturated sodium chloride solution, dried and evaporated. The residue is subjected to chromatography on silica gel using benzene-hexane (1:1) as eluant. Evaporation of the eluate gives the title compound, m.p. 73°-74° C, νmaxCHCl 3 1600 cm-1.

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