We have seen that the alpha carbon atom of an enamine can function as a nucleophile in a Michael reaction, and in fact, enamines can function as nucleophiles in a wide variety of reactions. For example, an enamine will undergo alkylation when treated with an alkyl halide. Draw the structure of intermediate A and the alkylation product B in the following reaction scheme (J. Am. Chem. Soc. 1954, 76, 2029-2030): TSOH NH -H₂O A 1) CH₂I 2) H₂O+ B + NH Modify the given copy of the starting material to draw compound A. If needed, use the single bond tool to interconvert between double and single bonds.
We have seen that the alpha carbon atom of an enamine can function as a nucleophile in a Michael reaction, and in fact, enamines can function as nucleophiles in a wide variety of reactions. For example, an enamine will undergo alkylation when treated with an alkyl halide. Draw the structure of intermediate A and the alkylation product B in the following reaction scheme (J. Am. Chem. Soc. 1954, 76, 2029-2030): TSOH NH -H₂O A 1) CH₂I 2) H₂O+ B + NH Modify the given copy of the starting material to draw compound A. If needed, use the single bond tool to interconvert between double and single bonds.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Modify the given materials to find products A and B.
Transcribed Image Text:We have seen that the alpha carbon atom of an enamine can function as a nucleophile in a Michael reaction, and in fact, enamines can
function as nucleophiles in a wide variety of reactions. For example, an enamine will undergo alkylation when treated with an alkyl
halide. Draw the structure of intermediate A and the alkylation product B in the following reaction scheme (J. Am. Chem. Soc. 1954, 76,
2029-2030):
TSOH
NH
-H₂O
A
1) CH3I
2) H₂O+
B +
Ĉ
NH
Modify the given copy of the starting material to draw compound A. If needed, use the single bond tool to interconvert between
double and single bonds.
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