Enolate Alkylation Practice Problems

Practice

1.

Predict the major product, addressing the stereochemistry where applicable, and show a mechanism for each of the following reactions:

a)
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b)
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c)
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d)
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e)
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2.

Identify the reagents you would use to achieve the following transformations:

Note; although each synthesis involves an alkylation of the α position, there are steps based on earlier chapters.

a)
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b)
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c)
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d)
Answer

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3.

Pethidine, also known as meperidine and marketed under the name Demerol, is a fully synthetic opioid of the phenylpiperidine class. The following synthesis scheme illustrates two approaches to synthesize Pethidine, and both include an alkylation of the α-position.

Add the missing reagents and intermediates in the synthesis of Pethidine.

 

 

We have lots of similar practice problems on the synthesis of essential drugs here!

Answer

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