Ethyl 7-ethoxy-7a-hydroxy-3a,4,5,7a-tetrahydro-1,2-benzisoxazole-3-carboxylate → Ethyl 7-oxo-4,5,6,7-tetrahydrobenzo[d]isoxazole-3-carboxylate

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Reaction Steps

To a solution of ethyl 7-ethoxy-7a-hydroxy-3a,4,5,7a-tetrahydro-1,2-benzisoxazole-3-carboxylate 3.18 g (12.48 mmol) in 30 mL of EtOH, 3 mL of HCl 36% was added. The mixture was stirred at reflux for 48 hours. After cooling the solvent was removed under reduced pressure and the crude solid was purified by flash chromatography on silica gel (eluant: AcOEt/Hexane 3/7) to afford 1.3 g (50% yield) of the title compound as a white solid.

Provenance & Evidence