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Aniline to benzyl alcohol...

Aniline to benzyl alcohol

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Aniline is converted to benzene diazonium chloride, which in turn is converted to benzonitrile. Hydrolysis of benzonitrile gives benzoic acid, which on reduction gives benzyl alcohol.
`C_(6)H_(5)NH_(2) underset(HCl)overset(NaNO_(2))rarr C_(6)H_(5)N = NCl underset(CuCN)overset(KCN)rarr C_(6)H_(5)CN overset(H_(3)O^(+))rarr C_(6)H_(5)COOH overset(LiAlH_(4))rarr C_(6)H_(5)CH_(2)OH`
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