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Chapter 25: PROBLEM 25.15 (page 1015)

Question: What starting materials are needed to prepare each drug using reductive amination? Give all possible pairs of compounds when more than one route is possible.

a.

b.

Short Answer

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Answer

Step by step solution

01

Reduction amination

Reductive amination is the procedure to reduce aldehyde and ketone into amine by the use of reducing agents. The amines can be primary, secondary, or tertiary amines.

02

Reducing agents

The reducing agents are lithium aluminum hydride, sodium cyanoborohydride, and sodium borohydride. These reducing agents produce hydride that reduces the carbonyl compounds.

03

Explanation

a. The given amine compound is obtained by the reduction of ketone, as shown below.

Reduction of ketone in a

b. The given amine compound is obtained by the reduction of ketone, as shown below.

Reduction of ketone in b

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Most popular questions from this chapter

Alkyl diazonium salts decompose to form carbocations, which go on to form products of substitution, elimination, and (sometimes) rearrangement. Keeping this in mind, draw a stepwise mechanism that forms all of the following products.

Question: Draw the product formed in each reaction.

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b.

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d.

Decide which N atom in each molecule is most basic and draw the product formed when each compound is treated with CH3CO2H. Zolpidem (trade name Ambien) is used to treat insomnia, whereas aripiprazole (trade name Abilify) is used to treat depression, schizophrenia, and bipolar disorders.

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Devise a synthesis of each compound from benzene, any organic alcohols having four carbons or fewer, and any required reagents.

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Draw the products formed when p-methylaniline ( p-C6H4NH2) is treated with each reagent.

  1. HCl
  2. CH3COCl
  3. CH3CO2O
  4. Excess CH3I
  5. CH32C=O
  6. CH3COCl,AlCl3
  7. CH3CO2H
  8. NaNO2,HCl
  9. Part (b), thenCH3COCl,AlCl3
  10. CH3CHO,NaBH3CN
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