Chapter 25: PROBLEM 25.65 (page 1045)
Question: Devise a synthesis of each compound from benzene. You may use any other organic or inorganic reagents.
a.

b.

c.

d.

e.

f.

Short Answer
Answer
a.

b.

c.

d.

e.

f.

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Chapter 25: PROBLEM 25.65 (page 1045)
Question: Devise a synthesis of each compound from benzene. You may use any other organic or inorganic reagents.
a.

b.

c.

d.

e.

f.

Answer
a.

b.

c.

d.

e.

f.

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Question: Safrole, which is isolated from sassafras (Problem 21.33), can be converted to the illegal stimulant MDMA (3,4-methylenedioxymethamphetamine, 鈥淓cstasy鈥) by a variety of methods. (a) Devise a synthesis that begins with safrole and uses a nucleophilic substitution reaction to introduce the amine. (b) Devise a synthesis that begins with safrole and uses reductive amination to introduce the amine.

Draw the products formed when each amine is treated with [1] (excess); [2] ; [3] . Indicate the major product when a mixture results.
a

b

c

d

What amine is formed by reduction of each amide?
a.
b.

c.

Question: Devise a synthesis of each compound from the given starting material(s). Albuterol is a bronchodilator and proparacaine is a local anesthetic.
Draw the products formed when p-methylaniline ( ) is treated with each reagent.
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