Hydrochloric Acid → 3-(5-Methyl-2-phenyl-4-oxazolylmethoxy)-5-isoxazolylmethanol

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Reaction Steps

Diisobutylaluminium hydride (1.0M tetrahydrofuran solution, 60 ml) was added slowly to a solution of methyl 3-(5-methyl-2-phenyl-4-oxazolylmethoxy)-5-isooxazolecarboxylate (7.86 g) in tetrahydrofuran (150 ml) at 0° C., which was stirred at room temperature for 30 minutes. The reaction mixture was poured into dilute hydrochloric acid, which was extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated aqueous sodium chloride solution, dried (MgSO4), and concentrated to obtain 3-(5-methyl-2-phenyl-4-oxazolylmethoxy)-5-isoxazolylmethanol (5.93 g, yield 86%) as colorless crystals. This was recrystallized from ethyl acetate-hexane. Melting point: 99–100° C.

Provenance & Evidence