4-(1-phenylethoxy)aniline

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 18.7 g of 2-chlorobenzoylisocyanate were added to 150 ml of a solution of 23.4 g of 4-(1-phenylethoxy)aniline in dry acetonitrile. After stirring at room temperature for a few hours, the crystalline precipitate was sucked off, washed with successively acetonitrile, ethanol and petroleum ether and dried in air. The desired product was obtained in a yield of 32.8 g; melting point 166°-167° C. The starting aniline was obtained from the corresponding nitro compound by hydrogenation with hydrogen under the influence of Raney nickel as a catalyst in alcohol as a solvent. α-Methylbenzyl-4-nitrophenyl ether was prepared from a reaction of 1-bromo-1-phenyl-ethane and 4-nitrophenol under the influence of anhydrous potassium carbonate in acetone as a solvent. washed with successively acetonitrile, ethanol and petroleum ether dried in air