2,3-Butanediol → 2,4,5-Trimethyl-2-(3-methyl-2-chloroacetamidophenyl) dioxolane

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Reaction Steps

The product from Example 1 (10.6 g), 2,3-dihydroxybutane (8.5 g) and p-toluene sulfonic acid (1.5 g) in 200 ml benzene were refluxed to 2 hours, removing water with a Dean-Stark trap. The solution wash washed with 10% NaOH, dried (MgSO4) and stripped. The product was chromatographed on a silica gel column, eluting with 30% ether-hexane. Yield: 3.8 g of the title product, mp 55°-57° C.

Provenance & Evidence