Water → 7-[3-Methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]heptanol

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Reaction Steps

A solution of ethyl 7-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]heptanoate (9.6 g) in tetrahydrofuran (THF) (50 ml) was added dropwise, at room temperature, to a suspension of lithium aluminum hydride (0.96 g) in tetrahydrofuran (THF) (50 ml). The mixture was stirred for 30 minutes at room temperature, to which was then added, under ice-cooling, water (6 ml). Insolubles were filtered off, then the filtrate was concentrated. The concentrate was subjected to column chromatography on silica gel. From the fraction eluted with ethyl acetate-hexane (2:3), was obtained 7-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]heptanol, which was recrystallized from chloroform-ether to give colorless needles, m.p.78-79° C.

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