Hydride reduction of aldehydes and ketones
3 real reactions from the literature, on six-membered cyclic ketones and aryl ketones. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.
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Hydride reduction of carbonyl: fluorenone (an aryl ketone) gives fluoren-9-ol (the benzylic alcohol).
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Hydride reduction of carbonyl: 4-tert-butylcyclohexanone (a six-membered cyclic ketone) with 1) LiAlH4, AlCl3, ether; 2) t-BuOH, Δ; 3) H2SO4, H2O gives the secondary alcohol.
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Hydride reduction of carbonyl: a six-membered cyclic ketone with 1) NaBH4; EtOH; 2) H+ gives the secondary alcohol.