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1. LDA Ph 2. PHCH2B1

1. LDA Ph 2. PHCH2B1

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Complete the reaction and provide the detailed mechanism.

### Reaction Scheme Explanation **Substrate:** - The starting material is a ketone with the structure of 1-phenyl-2-methylpropan-1-one. The ketone group (C=O) is attached to a secondary carbon that is part of a carbon chain with a phenyl group (Ph) and a methyl group (CH₃). **Reagents and Conditions:** 1. **LDA (Lithium Diisopropylamide):** - LDA is a strong, non-nucleophilic base used to deprotonate the α-carbon adjacent to the carbonyl group of the ketone, generating an enolate ion. 2. **PhCH₂Br (Benzyl Bromide):** - This is used as an alkylating agent to react with the enolate ion, resulting in the formation of a new carbon-carbon bond. **Reaction Overview:** - The substrate undergoes deprotonation at the α-position of the ketone by LDA, forming an enolate ion. - The enolate ion then undergoes an alkylation reaction with benzyl bromide, adding a benzyl group (PhCH₂) to the α-carbon, resulting in an α-benzylated ketone. The combination of these steps allows for a transformation where the original ketone gains an additional carbon chain, altering its structure and potential reactivity.
Transcribed Image Text:### Reaction Scheme Explanation **Substrate:** - The starting material is a ketone with the structure of 1-phenyl-2-methylpropan-1-one. The ketone group (C=O) is attached to a secondary carbon that is part of a carbon chain with a phenyl group (Ph) and a methyl group (CH₃). **Reagents and Conditions:** 1. **LDA (Lithium Diisopropylamide):** - LDA is a strong, non-nucleophilic base used to deprotonate the α-carbon adjacent to the carbonyl group of the ketone, generating an enolate ion. 2. **PhCH₂Br (Benzyl Bromide):** - This is used as an alkylating agent to react with the enolate ion, resulting in the formation of a new carbon-carbon bond. **Reaction Overview:** - The substrate undergoes deprotonation at the α-position of the ketone by LDA, forming an enolate ion. - The enolate ion then undergoes an alkylation reaction with benzyl bromide, adding a benzyl group (PhCH₂) to the α-carbon, resulting in an α-benzylated ketone. The combination of these steps allows for a transformation where the original ketone gains an additional carbon chain, altering its structure and potential reactivity.
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LDA is a strong base which abstract proton

Product of following reaction is

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