5-Isophenylacetic acid is obtained by heating the iodmethylate of anhydroecgonine ester with dilute caustic soda (A.
It is the carboxylic acid corresponding to tropine, for it yields the same products on oxidation, and by treatment with phosphorus pentachloride is converted into anhydroecgonine, C9H13N02, which, when heated to 280° C. with hydrochloric acid, splits out carbon dioxide and yields tropidine, C8H13N.
The above compounds may be represented as: CH 2 -CH--CH COOH CH 2 -CH-CH'COOH CH2-CH-CH'COOH N'CH3 CH'OH I N 'CH3 C H N CH3 CH2 CH 2 -CH-CH 2 CH2-CH---CH CH2 - C H-CH2 Ecgonine Anhydroecgonine Hydroecgonidine
Anhydroecgonine melts at 235° C., and has an acid and a basic character.
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