Question

14 points) Which aldehyde or ketone AND amine reactants are needed to complete the following reaction? NaBH,CN C=0 Amine dil. H20 + NHẠCH NH(CH3 + NHẠCH NH(CH3)2

Answer 1

Given reaction is an example of reductive amination of ketone.

cyclopentanone will react with dimethylamine in the presence of H3O+ and BH3CN- , reaction mechanism is given below,

Os ot NH(CH3)- -N Reaction mechanism: + NH (CH3)2 2 ) H H-0 To Ô NH (CH3)2 $ 3 + NH (CH3) OH A NH (CH3)2 a + Hoy •OH + N-H N(CH3)2 (CH3)2

I H N(CH3)2 + N(CH3)2 + H2O H H-B-CEN @ BHY (N) H ) N(CH3)2 H + N