Answer :
The reaction between an ester and 2 equivalents of a Grignard reagent typically involves two steps: the formation of a ketone intermediate and its subsequent reaction with another equivalent of the Grignard reagent. Let's consider the reaction between an ester, RCOOR', and two equivalents of a Grignard reagent, RMgX.
Formation of the ketone intermediate:
The Grignard reagent, RMgX, reacts with the ester, RCOOR', in an addition-elimination process. The nucleophilic carbon atom of the Grignard reagent attacks the electrophilic carbonyl carbon of the ester, resulting in the formation of a tetrahedral intermediate called an alkoxide. The alkoxide then undergoes protonation, either by water or an acid present in the reaction mixture, to form an alcohol.
Reaction of the ketone intermediate with another equivalent of the Grignard reagent:
The ketone intermediate, formed in the previous step, reacts with another equivalent of the Grignard reagent, RMgX, in a similar fashion. The nucleophilic carbon atom of the Grignard reagent attacks the electrophilic carbonyl carbon of the ketone, leading to the formation of another alkoxide intermediate. This intermediate is then protonated to yield the final product, a tertiary alcohol.
It's important to note that the reaction conditions, such as solvent, temperature, and reaction time, can influence the outcome of the reaction. Additionally, the nature of the ester and Grignard reagent used can also affect the reaction efficiency and selectivity.
As for trying the reaction with a specific ester, I would need to know the structure of the ester and the specific Grignard reagent you intend to use. With that information, I could provide more detailed insights on the expected outcome of the reaction.
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