On hydrolysis with 70% H2SO4, aliphatic nitrones 2a–d produce the corresponding carboxylic acids 4 but aromatic nitrones 2e, f give aldehyde 1. On heating under reflux in dry MeOH, 2a–d rearrange to 3a–d but aromatic nitrones 2e, f remain unchanged.
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3.
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4.
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