When S-ethyl thiobenzoate (A) is allowed to react with 2-aminoethanol (B), an amide C is formed if
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When S-ethyl thiobenzoate (A) is allowed to react with 2-aminoethanol (B), an amide C is formed if one equivalent of triethylamine (Et3N:) is included in the reaction mixture, but an ester D is formed if one equivalent of a strong acid such as p-toluenesulfonic acid is added as a catalyst. (See Fig. P25.25.) Give the structures of C and D, and explain why different products are formed under different conditions.
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When base triethylamine is present the product is an amide because the amine end of 2aminoe...View the full answer
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