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Synthesis of a weinreb amide from an acid
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Mick Bacon
Synthesis of a weinreb amide from an acid
Your question is easily answered by the fact that the conditions of Me3COCl + starting acid give a mixed anhydride not an ester. The tButyl group is chosen as the hindrance it brings makes reaction at the desired C=O carbon more likely. Further reading about mixed anhydride coupling is here
Your question is easily answered by the fact that the conditions of Me3COCl + starting acid give a mixed anhydride not an ester. The tButyl group is chosen as the hindrance it brings makes reaction at the desired C=O carbon more likely. Further reading about mixed anhydride coupling is here
Is my reasoning regarding why an acid chloride is not generated instead in the first step correct? Reaction of the acid chloride with the amine in the 2nd step would generate HCl which would protonate the amineMore
Your question is easily answered by the fact that the conditions of Me3COCl + starting acid give a mixed anhydride not an ester. The tButyl group is chosen as the hindrance it brings makes reaction at the desired C=O carbon more likely. Further reading about mixed anhydride coupling is here
Your question is easily answered by the fact that the conditions of Me3COCl + starting acid give a mixed anhydride not an ester. The tButyl group is chosen as the hindrance it brings makes reaction at the desired C=O carbon more likely. Further reading about mixed anhydride coupling is here
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