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Chapter 25: 57 (page 1044)

Identify A, B, and C, three intermediates in the synthesis of the pain reliever and anesthetic fentanyl.

Short Answer

Expert verified

It is used for the treatment of patients having severe pain and it relieves the pain after the surgery.

Step by step solution

01

Fentanyl

It is used for the treatment of patients having severe pain and it relieves the pain after the surgery.

02

Formation of products

The reaction of (2-bromoethyl)benzene with piperidin-4-one forms A as shown below:

Formation of A

The reaction of A with pyridine in the presence of mild acid forms B as shown below:

Formation of B

The reaction of B with forms C as shown below:

Formation of C

The reaction of C with propionyl chloride in the presence of pyridine forms fentanyl as shown below:

Formation of fentanyl

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Most popular questions from this chapter

Question:The pKa of the conjugate acid of guanidine is 13.6, making it one of the strongest neutral organic bases. Offer an explanation.

Draw a stepwise mechanism for the following reaction.

What amine is formed by reduction of each amide?

a.

b.

c.

Question: Which N atom in each compound is more basic? What product is formed when each compound is treated with HCl?

a.

b.

Question: Devise a synthesis of each compound from aniline (C6H5NH2)

a.

b.
See all solutions

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