Amines possess the basic amino group that allows them to act as either bases or as nucleophiles. Nucleophilic reactions of amines make them valuable as synthetic intermediates because they can undergo reactions with a variety of electrophilic compounds including alkyl haldes, aldehydes, ketones, acid chlorides, and sulfonyl chlorides. Amines can also be prepared through a variety of pathways such as reductive amination of aldehydes and ketones, acylation-reduction of amines to more substituted amines, alkylation of ammonia, and reductions of nitriles, imines, and azides among other methods. Using retrosynthetic analysis, complete the synthesis of the given amide, starting with bromomethylcyclopentane and proceeding through 2-cyclopentylethanamine as the synthetic intermediate. Y Part A Compound A XIY Compound D Compound B Compound C Begin by determining the final reaction in the synthesis. Draw the two reactants needed to synthesize the final product in the presence of pyridine. In addition to compound D, you may use any alkyl halde, acid chloride, amide, aldehyde, ketone, or alcohol
Amines possess the basic amino group that allows them to act as either bases or as nucleophiles. Nucleophilic reactions of amines make them valuable as synthetic intermediates because they can undergo reactions with a variety of electrophilic compounds including alkyl haldes, aldehydes, ketones, acid chlorides, and sulfonyl chlorides. Amines can also be prepared through a variety of pathways such as reductive amination of aldehydes and ketones, acylation-reduction of amines to more substituted amines, alkylation of ammonia, and reductions of nitriles, imines, and azides among other methods. Using retrosynthetic analysis, complete the synthesis of the given amide, starting with bromomethylcyclopentane and proceeding through 2-cyclopentylethanamine as the synthetic intermediate. Y Part A Compound A XIY Compound D Compound B Compound C Begin by determining the final reaction in the synthesis. Draw the two reactants needed to synthesize the final product in the presence of pyridine. In addition to compound D, you may use any alkyl halde, acid chloride, amide, aldehyde, ketone, or alcohol
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter18: Functional Derivatives Of Carboxylic Acids
Section: Chapter Questions
Problem 18.59P
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