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Chapter 22: 52P (page 868)

Draw a stepwise mechanism for the following reaction

Short Answer

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Answer

Reaction mechanism

Step 1

Step 2

Step by step solution

01

Step-by-Step Solution  Step 1: Organometallic reagent

The Grignard reagent is an organometallic reagent containing carbon-metal bonds. It is an organomagnesium halide with general representation RMgX (R - alkyl or aryl group, X - halogen).

02

Reaction mechanism

Methyl magnesium bromide acts as a nucleophile and attacks the carbonyl carbon of an ester to give ketone.

Formation of ketone from ester

Methyl magnesium bromide intramolecularly attacks the carbonyl carbon of ketone followed by hydrolysis to give the required product.

Hydrolysis of ketone to give alcohol

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