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Chapter 22: Q.69-C (page 1204)

Question: Predict the products of the following reactions

c.

Short Answer

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Answer

Step by step solution

01

Reaction with LDA

LDA is the lithium di-isopropylamide (C4H9Li) it is the strong base used to protonate the acidic hydrogen to form lithium enolate.

02

Alkylation of the enolate ion

In reaction with the LDA formation of lithium enolate occur followed by the reaction of alkyl halide formation of the alkylated product.

03

Formation of the product

  1. Enolate formed by LDA
  2. Alkylation

Mechanism

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Most popular questions from this chapter

Without looking back, propose a mechanism for the hydrolysis of this iminium salt to the alkylated ketone. The first step is attack by water, followed by loss of a proton to give a carbinolamine. Protonation on nitrogen allows pyrrolidine to leave, giving the protonated ketone.

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