Acetaldehyde → 2-Ethylamino-alpha,alpha,alpha-trifluoro-p-toluic acid ethyl ester

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Reaction Steps

To 0.466 g. of 2-amino-α,α,α-trifluoro-p-toluic acid ethyl ester (prepared according to the procedure described in Example 2) predissolved in 20 ml. of anhydrous ethanol is added 5 ml. of 31% aqueous acetaldehyde and 46 mg. of 10% palladium on carbon. The resultant mixture is then hydrogenated at 60° for 18 hours. The reaction mixture is then cooled, filtered, the solvent removed, and the resultant oil is chromatographed on preparative thin layer plates to yield 2-ethylamino-α,α,α-trifluoro-p-toluic acid ethyl ester (N-ethyl-4-trifluoromethylanthranilic acid ethyl ester).

Provenance & Evidence