(c)Examining the target molecule reveals that it contains two more carbon atoms than the indi-cated starting material, suggesting use of ethylene oxide in a two-carbon chain-extensionprocess.This suggests the following sequence of steps:(d)This synthesis requires extending a carbon chain by two carbon atoms. One way to formdicarboxylic acids is by hydrolysis of dinitriles.This suggests the following sequence of steps:(e)The desired alcohol cannot be prepared directly from the nitrile. It is available, however, bylithium aluminum hydride reduction of the carboxylic acid obtained by hydrolysis of thenitrile.heatH2O, H12. H2O1. LiAlH43-PhenylbutanenitrileCH3CHCH2CNC6H53-Phenyl-1-butanolCH3CHCH2CH2OHC6H53-Phenylbutanoic acidCH3CHCH2COHC6H5O1. LiAlH42. H2OHO2C(CH2)
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This note was uploaded on 09/30/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.