Acetal hydrolysis
3 real reactions from the literature, on enol ethers, thioacetals and acetals. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.
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Acetal hydrolysis: 3-ethoxy-1,2-dihydronaphthalene (an enol ether) with H2O; HCl, Δ gives 2-tetralone (the six-membered cyclic ketone).
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Acetal hydrolysis: 5,9-dithiaspiro[3.5]nonane (a thioacetal) with HgCl2, CdCO3; H2O, triethylene glycol, 90-110 °C gives cyclobutanone (the four-membered cyclic ketone).
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Acetal hydrolysis: 3,3-diethoxy-1,2-propanediol (an acetal) with H2SO4; H2O gives glyceraldehyde (the aliphatic aldehyde).