Preparation of Chlorinated 3-Indolylacetic Acids.

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Abstract
Simplified procedures giving good yields were adopted for the preparation of plant hormones. Five new compounds were synthesized. 4-Chloro-3-indolylacetic acid and 6-chloro-3-indolylacetic acid were made from the corresponding indoles by refluxing 3-diethylaminomethyl-chloroindoles with sodium cyanide overnight. The other compounds were prepared by a 2-step Fischer indole synthesis from 3-formylpropionic acid (from glutamic acid) and the appropriate phenylhydrazine in pyridine/HCl avoiding distillation and saponification of the ethyl esters. A few compounds were prepared in 1 step for a phenylhydrazine and .alpha. oxoglutaric acid in pyridine/HCl, but this method was not generally applicable.

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