Dichloromethane → 1-(3-(Benzoylthio)-2-methylpropanoyl)-2-indolinecarboxylic acid

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Reaction Steps

To the mixture of 5.0 g of indoline-2-carboxylic acid hydrochloride and 50 ml of methylene chloride are added 7.9 g of triethylamine, and after 5 minutes 6.1 g of 3-benzoylthio-2-methylpropanoyl chloride during 3 minutes. After stirring the mixture at room temperature for 2 hours, it is extracted thrice with 50 ml of saturated aqueous sodium bicarbonate. The combined aqueous solutions are adjusted to pH=1 with 4N hydrochloric acid and reextracted thrice with 50 ml of methylene chloride. The combined extracts are dried and evaporated, to yield the 1-(3-benzoylthio-2-methylpropanoyl)-indoline-2-carboxylic acid.

Provenance & Evidence