Question

1. Diagram the mechanism for this reaction and label the arrows. First is a proton transfer to the DCC, then nucleophilic attack at the carbon of DCC and the result is a good LG. Next is the acyl substitution by addition step with the amine followed by two proton transfers next is the elimination of the LG (dicyclohexylurea) to produce the amide. Hint: follow the colored atom in the starting materials and products. (12pts.) Extra credit (3pts.) Use IUPAC nomenclature to name the amide. 1. DCC OH 2~NH2 + cyntycy cy= o HH 1,3-dicyclohexylurea

Answer 1

The name of the amide : N-ethyl-3-methylbutanamide