alpha-(5-Ethyl-2-methoxy-6-methyl-3-pyridinyl)-2-benzoxazoleethanol → 3-[2-(benzoxazol-2-yl)ethenyl]-5-ethyl-6-methyl-2-(1H)-pyridinone

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Reaction Steps

A mixture of 2-[2(R/S)-hydroxy-2-(2-methoxy-5-ethyl-6-methylpyridin-3-yl)ethyl]benzoxazole (72 mg, 0.23 mmol) and pyridine hydrochloride (133 mg, 1.2 mmol), under a nitrogen atmosphere, was placed in a preheated oil bath (165° C.) for 5 minutes. The reaction flask was removed, cooled, and water added to give a solid. This crude product was extracted into chloroform, dried (MgSO4) and the solvent evaporated to yield pure product. Recrystallization from methanol gave analytically pure product, mp 262°-264° C.

Provenance & Evidence