Ammonia → 1-(2-Chlorophenyl)-3-(2-aminopropyl)indole

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Reaction Steps

0.052 mole of 1-(2-chlorophenyl)-3-(2-hydroxyiminopropyl)indole is dissolved in 150 ml of dry tetrahydrofuran. 6 gms of lithium aluminium hydride are slowly added whilst refluxing for 3.5 hours. The reaction mixture is then poured on to a mixture of ice and ammonia and the product extracted with ether. The ethereal extract is treated with an N hydrochloric acid solution. The latter is then rendered alkaline with N soda solution. The turbid substance formed is extracted with ether, washed with water and dried. On removing the solvent the primary amine is obtained which, after recrystallisation from di-isopropyl ether, had a melting point of 79°C.

Provenance & Evidence