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Chapter 22: Q70P-c (page 1204)

Predict the products of these reaction sequences.

Short Answer

Expert verified

LDA is the lithium di-isopropylamide. It is the strong base used to protonate the acidic hydrogen to form lithium enolate.

Step by step solution

01

Step-by-Step Solution Step 1: Reaction with LDA

LDA is the lithium di-isopropylamide. It is the strong base used to protonate the acidic hydrogen to form lithium enolate.

02

Acylation of the enolate ion

In reaction with the LDA formation of lithium, enolate occurs, followed by the reaction with acyl chloride formation of the acylated product occur.

03

Formation of the product

The mechanism for the product formation followed as

Product Formation

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Most popular questions from this chapter

Show how octane-2,7-dione might cyclize to a cycloheptenone. Explain why ring closure to the cycloheptenone is not favored.

Show how you would use the Robinson annulation to synthesize the following compounds.

Give the expected products for the aldol condensations of

  1. propanal.
  2. phenylacetaldehyde
  3. pentan-3-one.

For each molecule shown below,

  1. Indicate the most acidic hydrogens.
  2. Draw the important resonance contributors of the anion that results from removal of the most acidic hydrogen.

The following compounds can be synthesized by aldol condensations, followed by further reactions. (In each case, work backward from the target molecule to an aldol product, and show what compounds are needed for the condensation.)
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