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The preparation of salicylic acid from phenol

The preparation of salicylic acid from phenol

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First the <strong>salicylic</strong> <strong>acid</strong> is iodised<br />

or 'brominated so a.s to form 5 iodo- or 5 crom-<br />

<strong>salicylic</strong> <strong>acid</strong> which on fusion v/ith potash<br />

gives 2:5 dihydroxy "ceni'-oic <strong>acid</strong>. This "body on<br />

dry distillation yields quinol. This same tody<br />

may he prepared ty first nitrating the <strong>salicylic</strong><br />

<strong>acid</strong> into the 5-nitro <strong>acid</strong> and then to the 5-<br />

amino <strong>salicylic</strong> <strong>acid</strong>, thence converting to the E-5<br />

dihydroxy"benzoic <strong>acid</strong> hy the diazo method.<br />

llote: <strong>The</strong> 5-amino-<strong>salicylic</strong> <strong>acid</strong> is best pre-<br />

pared by the redaction <strong>of</strong> benzeneazoealicylic<br />

<strong>acid</strong>. 5-lTitro<strong>salicylic</strong> <strong>acid</strong> on heating with lime<br />

gives p- nitro<strong>phenol</strong>, -..hich can be reduced to p-<br />

amido<strong>phenol</strong> .<br />

and<br />

treated as above.<br />

Salicylic <strong>acid</strong> yields gentisic <strong>acid</strong> by<br />

direct oxidation with potassium persulphate in<br />

alkaline solution.<br />

hyde<br />

Anisic alde?iyde: p-methoxyben::oic alde-<br />

CHO<br />

OCH<br />

25.

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