I need some 2-substituted malonic acids. For example 2-(adamantan-1-yl)malonic acid. It is easy to prepare corresponding ethyl or methyl ester. But any attempts to hydrolyse it lead to decarboxylation. In my example the only product is 2-(adamantan-1-yl)acetic acid.

What I have alredy tried:

LiOH, NaOH, KOH in various concentrations in water and alcohol solutions

Freezing reaction mass down to -19C

Various concentrations of HCl in water.

Please let me know if there is any working method to hydrolyse such esters or another approach to synthesize 2-substituted malonic acids.

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