Hydrogen Bromide → 5-hydroxy-2,3-dihydro-1H-indene-1-carboxylic acid

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Reaction Steps

By demethylation of 2,3-dihydro-5-methoxy-1H-inden-1-carboxylic acid (IV) with hydrobromic acid at a temperature ranging from 130° C. to boiling temperature of the mixture, 2,3-dihydro-5-hydroxy-1H-inden-1-carboxylic acid (V) was obtained. This acid, by reaction with an aliphatic alcohol in the presence of a sulphonic acid as a catalyzer, led to the corresponding ester. A preferred aliphatic alcohol is methanol. p-Toluensulphonic acid is preferably used as a catalyzer in this esterification. It is convenient that this esterification be carried out at boiling temperature of the mixture. Thus, methyl 2,3-dihydro-5-hydroxy-1H-inden-1-carboxylate (VI) was obtained.

Provenance & Evidence