INTRODUCTION - 179PAGEReduction of Ketones ' 202Procedure IV (For Ketones Boiling aSbve 175-200°) 203Reduction of Benzophenone'.203Procedure V (For Ketones Resistant to Reduction) 204Reduction of 4-Keto-l,-2,3,4-tetrahydrochrysene in Toluene 204Reduction of Acetals or Enol Ethers 204StFBVEYorALUMINUMALKOXIHEREDUCTIONSREPORTEDIN THELITERATURE. 205Table I. Reduction of Aldehydes with Aluminum Alkoxides 206Table II. Reduction of Ketones with Aluminum Isopropoxide,209INTRODUCTIONIn 1925 it was discovered independently by Verleyxand by Meerweinand Schmidt2that an aldehyde can be reduced to the primary alcoholby treatment with aluminum ethoxide in the presence of ethanol. Thereduction of the aldehyde occurs at the expense of an equivalent amountof ethanol which is oxidized to acetaldehyde.A K O C J H J ) ,RCHO + CH8CH2OH(> RCH20H -f- CHSCHOThe reaction is reversible, but the equilibrium can be shifted to the pointof complete reduction by removal of the acetaldehyde with a stream ofdry hydrogen or nitrogen.
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